ライフサイエンスコーパス: protecting group

1 rated to be useful as a Merrifield synthesis protecting group.

2 metrizing, cascade process involving the Boc protecting group.

3 of delta-azaproline can be tuned easily by a protecting group.

4 the chain, carrying an N-terminal carbamate protecting group.

5 ect to comparable systems lacking the cyclic protecting group.

6 acidic removal of the 2-methoxyethoxymethyl protecting group.

7 esized from the corresponding o- and p-nitro protecting group.

8 inert by derivatization with a photochemical protecting group.

9 and dibenzyl acetals depends on the hydroxyl protecting group.

10 application of the methyl group as a useful protecting group.

11 is obtained by removing the diphenylmethane protecting group.

12 was accomplished by switching to the trityl protecting group.

13 based on a lipase catalyzed cleavage of the protecting group.

14 king of the peptide charge with a lipophilic protecting group.

15 G), or tert-butyldisulfanyl (G) as the 5'-S-protecting group.

16 onic characteristics of the ligand's benzoyl protecting group.

17 gly affected by the electronic effects of N3 protecting group.

18 vage reactions that allow for the removal of protecting groups.

19 readily available compound without using any protecting groups.

20 e and S-acyl-2-thioethyl (SATE) phosphate as protecting groups.

21 rs directly from functional monomers without protecting groups.

22 tionalization without the use of specialized protecting groups.

23 ubstrate scope and is tolerant of a range of protecting groups.

24 al quaternary amino acids carrying carbamate protecting groups.

25 of the solvents, acyl groups, or alkylidene protecting groups.

26 ic interplay between acetate and silyl ether protecting groups.

27 only two to four steps without the need for protecting groups.

28 s compound compared with other o-nitrobenzyl protecting groups.

29 ing fragments and cleavage of the ester-type protecting groups.

30 , followed by hydrogenolysis of benzyl ether protecting groups.

31 a Suzuki coupling using tert-butyl thioether protecting groups.

32 nd carboxylic acids without the necessity of protecting groups.

33 ns followed by a one-pot deprotection of all protecting groups.

34 with respect to aziridine substitution and N-protecting groups.

35 ccomplished in nine steps without the use of protecting groups.

36 ables selective oxidation of diols that lack protecting groups.

37 ced by the presence of aromatic rings in the protecting groups.

38 zed by variation of the alpha-amino aldehyde protecting groups.

39 ings in a single operation in the absence of protecting groups.

40 ity, stereoselectivity, or the importance of protecting groups.

41 possible, streamlining or eliminating use of protecting groups.

42 placed by various sulfonyl- or urethane-like protecting groups.

43 has only the 2,4-isomer emerged as a labile protecting group?

44 ed d-glucopyranosyl donors where the racemic protecting group 1-methyl 1'-methylcyclopropylmethyl (MC

45 ng the stability of 2-Pyridinyl Thermolabile Protecting Groups (2-Py TPGs) in the "chemical switch" a

46 lly on (1) effective use of a series alkynyl protecting groups, (2) Sonogashira cross-coupling reacti

47 A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methy

48 rine-derived oxazolidines as another type of protecting group), a compound with the presumed structur

49 tablished that para-substituted benzyl ether protecting groups affect the reactivity of glycosyl dono

50 ge and removal of the acid-labile side-chain protecting groups affords the crude peptides containing

51 al repulsion was evaluated for main types of protecting groups (alkyl, silyl, and acyl) usually used

52 The three protecting groups allow independent modification of the

53 Influence of the catalytic system, hydrazine protecting group and alkyne substitution on the cyclizat

54 Additional features are the TMS protecting group and halo-induced ipso-desilylation tact

55 s of polyhydroxylated terpenes by minimizing protecting group and redox adjustments.

56 using a trans-fused cyclic 3,4-O-disiloxane protecting group and TsOHH2O (1 mol%) as a catalyst.

57 eophilic strong-base (DBU) labile nucleobase protecting groups and a UV-light cleavable linker were u

58 rate-derived lactones can be mediated by the protecting groups and applied to the total synthesis of

59 of glycosylation stereoselectivity by remote protecting groups and as a control element in enzymic pr

60 with particular emphasis on the influence of protecting groups and conditions on stereoselectivity.

61 Removal of protecting groups and converting the C-1 anomeric carbon

62 eptides, alternative orthogonality regarding protecting groups and ease of producing C-terminal thioe

63 Minimal use of protecting groups and the highly diastereoselective form

64 the condition required to remove base labile protecting groups and the ODNs from the solid support.

65 epending on substrate, amino acid ligand and protecting group, and reaction conditions.

66 lytic conditions tolerate common acid-labile protecting groups, and a wide variety of alpha-acyloxy a

67 aqueous media, in the absence of side chain protecting groups, and are tolerant of all proteinogenic

68 tide in solution, cleavage of the side-chain protecting groups, and oxidization of cysteines to yield

69 ction tolerates both acid and base sensitive protecting groups, and products are afforded in 68-96% y

70 proach circumvents the need for conventional protecting groups, and therefore no formal protection an

71 ibe this process, which essentially sets the protecting groups anew.

72 Photoremovable protecting groups are important for a wide range of appl

73 With identical protecting group arrays cyclization in the glucopyranose

74 attacks on C1 resulting in departure of the protecting group as 4,4-disubstituted 3-acyloxy-4,5-dihy

75 reactions and highlights the 2-OBn pyridine protecting group as a key intermediate.

76 Utilization of a common protecting group as the directing group for meta-C-H act

77 group, 2) using common functional groups or protecting groups as directing groups, and 3) attaching

78 and C-O pi-bond functionality, as atom-less protecting groups as well as an anomeric directing group

79 utomated multiple on-resin cleavage of Alloc protecting groups as well as the introduction of side ch

80 derivatives can be useful as photocleavable protecting groups, as demonstrated through the synthesis

81 methine, alpha to the carboxy group) and the protecting groups at C17-OH and C18-OH have posed diffic

82 possessing chemically and sterically diverse protecting groups at O-3 and O-6 is described.

83 acetyl, and tert-butyldiphenylsilyl (TBDPS) protecting groups at O-3 were prepared from p-methoxyphe

84 osyl donors bearing neighboring group-active protecting groups at O2 are discussed.

85 ide induces the removal of the boronic ester protecting groups at physiological pH and temperature, r

86 benzyl, benzoyl, or tert-butyldimethylsilyl protecting groups at the C3-O and C4-O positions, were s

87 lated erythropoietin bearing acetamidomethyl protecting groups at the cysteine residues has been synt

88 y been achieved by placing sterically bulky "protecting groups" at the termini, which shield the reac

89 The HOP group not only acts as a protecting group but also as a polar tag for simple prod

90 azoles with subsequent removal of the acetyl protecting group by acid hydrolysis was developed.

91 show that the 5'-O-2,7-dimethylpixyl (DMPx) protecting group can be used to limit acid exposure and

92 The development of effective protecting group chemistry is an important driving force

93 rsor in aqueous solution without recourse to protecting group chemistry.

94 40% yield over two steps without the use of protecting group chemistry.

95 oting that our approach does not require any protecting group chemistry.

96 ugs and building blocks) without recourse to protecting-group chemistry.

97 Key to its success is the use of a new N-protecting group (cinsyl or Cn) bearing an electron-defi

98 acid cis-dihydroxyproline (Dyp) is a typical protecting group cleavable by traces of TFA.

99 excellent stereoselectivity provided by the protecting group combination was found independent of le

100 The allyl protecting group could be removed in good yield using ca

101 of the desired alpha products and the silyl protecting groups could be removed in the presence of un

102 Photoremovable protecting groups derived from meso-substituted BODIPY d

103 charide which was modified by the orthogonal protecting groups diethylisopropylsilyl (DEIPS), 2-napht

104 When protecting groups do not contain an aromatic ring, the s

105 thogonal on-resin cleavage of Fmoc and Alloc protecting groups during solid-phase synthesis of PAAs w

106 By modulating the nitrogen-protecting group, either highly branched- or linear-sele

107 ues is often lengthy and requires the use of protecting groups, enzymes have the potential to synthes

108 By tuning the stability of the silyl protecting groups (ex.

109 l catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup cond

110 ws: if a nonparticipating O-2 racemic chiral protecting group exhibits diastereoselectivity in glycos

111 se synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding recently used Fmoc/Boc prote

112 vation by a sulfur atom of a methylthioalkyl protecting group, followed by enzymatic hydrolysis of th

113 d robust alternative to p-methoxybenzyl as a protecting group for alcohols.

114 utility of the p-(3,4-dimethoxyphenyl)benzyl protecting group for its use at the O-3 position of inos

115 se coupling reactions without the need for a protecting group for the alkyne-functional initiator: (1

116 sclosed herein is that vinyl ethers serve as protecting groups for alcohol-containing molecules and a

117 al design for long-wavelength photoremovable protecting groups for alcohols and amines.

118 Application of tert-butyl ester protecting groups for erythro-beta-d-methylaspartic acid

119 The acid-cleavable protecting groups for secondary alcohol and uridine urei

120 thenyl group that we name MocVinyl) serve as protecting groups for the above-mentioned heterocyclic C

121 ups to serve for the first time as removable protecting groups for the boron position of 1,2-azaborin

122 spect of this approach is the utilization of protecting groups for the N-terminal Cys in the middle f

123 The installation of this protecting group, formally equivalent to a di-O-benzylat

124 A new fluorescent photoremovable protecting group (FPRPG) based on acetylcarbazole framew

125 A practical protecting group free synthesis of Hagen's gland lactone

126 In this paper, we present a novel, protecting group free, efficient, and stereoselective ap

127 st and allowing mild reaction conditions and protecting-group free synthesis in addition to being ben

128 on allowed us to identify conditions for the protecting group-free or minimized total synthesis of bi

129 User-friendly protocols for the protecting group-free synthesis of 2,2'-biphenols via Su

130 The protecting group-free synthesis of a versatile 1,2-azabo

131 h thiazole-fused A-ring through an efficient protecting group-free synthetic strategy.

132 A concise, protecting group-free total synthesis of (-)-fusarisetin

133 ss to 13 new cis-hydrindanes/cis-decalins, a protecting group-free total synthesis of an insect repel

134 ensuing 2-alkoxyfuran hydrolysis and (ii) a protecting group-free vinylogous Knoevenagel condensatio

135 Here we introduce a protecting-group-free approach for the alpha-functionali

136 ve assembly of various functional units in a protecting-group-free manner.

137 pivoted on the construction of a late-stage protecting-group-free pentacyclic enol triflate coupling

138 s-a necessary prerequisite for efficient and protecting-group-free strategies for synthesis.

139 methoxy alkynyl zinc reagents allows for the protecting-group-free syntheses of transtaganolides C an

140 Using a concise, protecting-group-free synthesis we demonstrate the chemo

141 A protecting-group-free synthetic strategy for the synthes

142 Subsequent to this work, the first protecting-group-free total synthesis of natural (-)-pal

143 gomers were obtained on solid support from a protecting-group-free two-step iterative protocol, based

144 e progress of efforts that culminated in the protecting-group-free, six-step total synthesis of all o

145 The cleavage of a protecting group from a protein or drug under bioorthogo

146 able to rapidly remove propargyloxycarbonyl-protecting group from the N-terminal Cys in a similar ef

147 he presence or not of the trifluoroacetamide protecting group gave either tetrahydroquinolines 18 or

148 nature of the electron-withdrawing nitrogen protecting group has a very limited influence on the cou

149 In addition to these, the removal of the protecting groups has also been carried out in a selecti

150 series of trityl-based photolabile hydroxyl protecting groups have been examined.

151 The use of this protecting group improved the synthesis of a sulfonated

152 ion, and an orthogonal cleavage of the N-Boc protecting group in piperidone derivatives was carried o

153 relative configuration and nature of the C5 protecting group in the 8 starting ketones.

154 could be controlled by changing the indole N-protecting group in the reductive cyclization precursors

155 been demonstrated in the use of thiazolidine protecting group in the synthesis of over 100 proteins,

156 groups of the carbonyl moiety rather than a protecting group in this type of FeCl3.6H2O-catalyzed co

157 Alternatively, removal of protecting groups in 7b and 7c and chopping of C1-anomer

158 The ability to remove the protecting groups in different orders made it possible t

159 , bromo- and chloroacetates, which are major protecting groups in glycochemistry because they are ort

160 devised for the selective cleavage of benzyl protecting groups in the presence of other easily reduce

161 f, which represent an unprecedent use of the protecting groups in the synthesis of a naturally occurr

162 ty and stability of 2-Pyridinyl Thermolabile Protecting Groups in thermal deprotection.

163 ycyclization occurred in the presence of the protecting group; in the absence of the protecting group

164 Removal of the TBS protecting group initiated a 7-endo-dig cyclization to y

165 y extended the methodology to regioselective protecting group installation and manipulation toward a

166 The use of photocleavable protecting groups installed on nucleobases is a promisin

167 activity of each soft nucleophile during the protecting group interconversion.

168 c introduction of a small-molecule-removable protecting group into the protein of interest.

169 stereoinduction were obtained when the beta-protecting group is a silicon ether.

170 The choice of benzoyl as N-protecting group is critical since the observed N- to O-

171 monly used para-nitrobenzenesulfonyl (nosyl) protecting group is employed to direct the CH activation

172 The photolabile 2-nitrobenzyl protecting group is most appropriate for promotion of th

173 An ortho-alkyloxy side chain on the N-benzyl protecting group is necessary for the macrocyclization t

174 After peptide synthesis, the Hyp protecting group is orthogonally removed and Hyp selecti

175 ers and the demand for an N-(o-alkoxybenzyl) protecting group is provided on the basis of DFT calcula

176 Although this protecting group is stable toward strong bases and nucle

177 ing groups of the o-amino group, the o-nitro protecting group is the only choice to synthesize the o-

178 The use of photolabile protecting groups is a versatile and well-established me

179 tonation of 4-amino 2-Pyridinyl Thermolabile Protecting Groups is demonstrated by (1)H-(15)N HMBC and

180 ility of the new removal conditions for both protecting groups is exemplified in the rapid and effici

181 turing the stable trimethylacetyl (pivaloyl) protecting group, is described for their preparation.

182 Variation of this residue and its N-terminal protecting group leads to the conclusion that maximal le

183 The use of Nap and Fmoc as temporary protecting groups made it possible to install branching

184 ore, which, along with judicial selection of protecting groups, made the current synthesis very effic

185 easy removal of the N-(dipehenylphosphinoyl) protecting groups makes this method practically useful f

186 sing metathesis (RCM), followed by selective protecting group manipulations and a final concomitant -

187 aking it possible to conduct a wide range of protecting group manipulations and install selectively r

188 er Mitsunobu conditions followed by standard protecting group manipulations to provide the desired py

189 Minimizing stereochemical adjustments and protecting group manipulations, diacetone glucose is con

190 is required, and the route is devoid of any protecting group manipulations.

191 only five linear steps and is devoid of any protecting group manipulations.

192 ediate 9, which after a series of nontrivial protecting-group manipulations affords key intermediate

193 h features a redox-economic approach free of protecting-group manipulations, assembles all four-ring

194 purifications, is high yielding, and avoids protecting-group manipulations.

195 ty, which is key for the development of free protecting group methodologies.

196 ans of oxidation and a subsequent unexpected protecting-group migration.

197 nzofuran-5-sulfonyl (Pbf), three acid-labile protecting groups mostly adopted in the solution and sol

198 ore trisaccharide modified by the orthogonal protecting groups N(alpha)-9-fluorenylmethyloxycarbonate

199 gioselective exchange of silicon for acetate protecting groups occurs.

200 The tert-butyl protecting group of the pendant carboxylate group was re

201 uoride (HF) is used to remove the side chain protecting groups of the assembled peptide and to releas

202 Among the four protecting groups of the o-amino group, the o-nitro prot

203 ion of the hydrogen involved in the IHB by a protecting group (OMe, OAc, OBz, OBn, or OTBDMS), a high

204 Modulation of the protecting group on nitrogen prior to cyclization has a

205 ydes, incorporating a methylthiomethyl (MTM) protecting group on nitrogen, are shown to be efficient

206 of cyclization (exo vs endo) depends on the protecting group on nitrogen, the oxidation state of cop

207 at was dependent on both the identity of the protecting group on the beta,delta-oxygen stereocenters

208 hod for synthesizing bpDNA that uses a silyl protecting group on the DNA nucleobases during the solid

209 luorination was achieved using an unorthodox protecting group on the precursor, which could withstand

210 e organotrifluoroborates in the absence of a protecting group on the sulfonamide nitrogen.

211 upon a carefully selected set of orthogonal protecting groups on a D-glucosaminyl donor.

212 od is demonstrated by the removal of the Nap protecting groups on highly sensitive 2,6-dideoxy-sugar

213 the removal of 2-naphthylmethyl (Nap) ether protecting groups on highly sensitive substrates.

214 It was observed that the protecting groups on one neighboring GlcNAc moiety have

215 eric and electronic influences of the cyclic protecting groups on the aldol reactions.

216 od for the investigation of the influence of protecting groups on the anomeric equilibrium in the sia

217 By tuning the protecting groups on the C3 and C5 hydroxyls, alpha/beta

218 reactive nucleophiles and electron-donating protecting groups on the donor favor alpha-glycosidic bo

219 s into soluble dyes by introducing transient protecting groups on the secondary amine moieties, follo

220 By tuning protecting groups on the substrates, multiple cis-diols

221 y chiral tertiary amino acids carrying amide protecting groups or by chiral quaternary amino acids ca

222 Typically, protecting groups or catalysts must be used to enable th

223 to develop triazoles as mechanically labile protecting groups or for use in readily accessible mater

224 Photolabile protecting groups (or "photocages") enable precise spati

225 the protecting group; in the absence of the protecting group, palladium- and gold-catalyzed benzannu

226 lation strategies, elongation sequences, and protecting group patterns are discussed, but also (semi)

227 The choice of protecting groups permitted a one-step global deprotecti

228 rature and solvents; only the delta-nitrogen protecting group plays key role in the isomerization.

229 The p-methoxybenzyl protecting group (PMB) on various alcohols and an acid w

230 yl (DEABn) group as an effective photolabile protecting group (PPG).

231 Photocleavable protecting groups (PPGs) are extensively used in chemica

232 roach that involved selective removal of the protecting group present at the O-2 position of a single

233 Initial attempts using tert-butyl as thiol protecting group proved problematic, and synthesis was a

234 This was accomplished without any protecting groups resident upon either thioester bearing

235 thesis of over 100 proteins, finding optimal protecting group(s) remains a challenge.

236 ) and Ahad into peptides, a truly orthogonal protecting group scheme was developed, encompassing an a

237 droquinolines depends on the choice of the N-protecting group (see scheme; TEA = triethylamine, TMS =

238 )carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in

239 This protecting group should be useful for a plethora of appl

240 Protecting group shuffle and oxidation of the primary al

241 r the nonparticipating azide group, but this protecting group significantly increased beta-selectivit

242 Bulky protecting groups slow the rate of acetylation.

243 First, traditional protecting group strategies that typically accompany the

244 ite-selective modification without employing protecting group strategies.

245 Such a protecting group strategy applied to on-surface chemistr

246 ting groups expanding recently used Fmoc/Boc protecting group strategy for linear PAAs to an Fmoc/All

247 plished by using a 2'/3'-O-acetyl orthogonal protecting group strategy in which non-nucleophilic stro

248 oligonucleotide building block synthesis, a protecting group strategy was developed for 2'-O-proparg

249 The synthesis involved a protecting-group strategy that facilitated the regiosele

250 l and amino groups are protected with simple protecting groups such as acetates (Ac, Piv) and carbama

251 ipulations and install selectively removable protecting groups such as levulinoyl (Lev) ester, fluore

252 Fmoc, Cbz, and benzyl, as well as various OH protecting groups, such as (t)Bu and Bzl.

253 iodomethyl group over hydrogenolysis-labile protecting groups, such as benzyloxycarbonyl, benzyl est

254 Reactions are compatible with common N-protecting groups, such as Boc, Fmoc, Cbz, and benzyl, a

255 le can be orthogonal to other standard amine protecting groups, such as tert-butyloxycarbonyl (Boc),

256 Aided by a controlled protecting group switch, we were able to effectively tar

257 pend on the steric demands of the hemiaminal protecting group, tetrahydrofuran concentration, and the

258 have designed a nitroaromatic photochemical protecting group that absorbs visible light in the viole

259 an aromatic ynamine is controlled by a silyl protecting group that allows the selective CuAAC reactio

260 oligands using cell-adhesive peptides with a protecting group that can be easily removed via transder

261 Here we report a sulfonate protecting group that is resistant to nucleophilic attac

262 introduced as esterase-labile phosphodiester protecting groups that additionally are thermolabile.

263 nd characterization of new photolabile amine protecting groups that are active under visible light.

264 ve led to the invention of a large number of protecting groups that temper the reactivity of nitrogen

265 des, the selection of appropriate orthogonal protecting groups, the development of stereoselective gl

266 which the phosphate moiety bears a chemical protecting group, thus eliminating the negative charges

267 The use of Ns protecting group to direct C(sp(3))-H activation of alky

268 Introduction of an N-methyl protecting group to the ligand inhibits this oxidation a

269 ranching positions is modified by orthogonal protecting groups to allow selective attachment of speci

270 Diazaheptacenes need four silylethynyl protecting groups to be isolable.

271 agents by (i) incorporating gas phase-labile protecting groups to silence otherwise reactive function

272 on with iodine accompanied by a thermolabile protecting group (TPG) is presented.

273 benzyl ethers and the efficient and multiple protecting group transformations are applicable in gener

274 reactivity of nitrogen; however, the use of protecting groups typically introduces additional steps

275 rivatives by vinylogous elimination of the O-protecting group under mildly acidic condition.

276 makes this technique extra demanding on the protecting groups used.

277 e yield of the l-ido product and the size of protecting groups used.

278 This suggested to us that if CPg of the protecting group was a chiral carbon, then diastereosele

279 BRAP with a self-immolative boronic ester protecting group was designed to scavenge H2O2 and relea

280 -step procedure with the triethylsilyl (TES) protecting group was developed to selectively expose the

281 eck methodology, the necessity for a pyrrole protecting group was discovered.

282 , an L-alanine amino acid derivatized with a protecting group was used to prevent self-polymerization

283 adaption of this approach, introduction of a protecting group was used to synthesize an oligo(3-hexyl

284 ctivity of meso-methyl BODIPY photoremovable protecting groups was accomplished through systematic va

285 The protecting groups were chosen to limit the number of dep

286 en failed to undergo ring-closure, several N-protecting groups were evaluated.

287 The orthogonal protecting groups were successfully manipulated to furth

288 substrate scope, and various functional and protecting groups were tolerated under the reaction cond

289 pathway is avoided through use of the benzyl protecting group, which is proposed to stabilize the dio

290 ge of a photolabile nitroveratryloxycarbonyl protecting group, which is widely used as caging group,

291 in up to 96% ee, containing two orthogonal N-protecting groups, which can be deprotected selectively.

292 -chloro (PClB) or p-cyanobenzyl ether (PCNB) protecting groups, which decreased the reactivity of the

293 ctivated analogues by replacing the N-benzyl protecting group with a N-tosyl group, rendering these a

294 olve from the traditional acid-labile trityl protecting group with proper electron-donating substitue

295 carboxylic acids as amides resulted in a new protecting group with significantly improved properties.

296 actions between the aromatic ring of the C-2 protecting group with the exocyclic triple bond and the

297 ngly trivial steps of end-capping to replace protecting groups with N-terminal acetamides and C-termi

298 acidic treatment that removes the polyamide protecting groups with no harm to the cycloadduct, in co

299 ydrolyzing acetals and constitute orthogonal protecting groups with traditional 1,3-dioxane/1,3-dioxo

300 biomimetic conditions, without the need for protecting groups, yielding powerful synthons in previou