BENZOTRIAZOLE-ASSISTED SYNTHESIS OF MONOACYL AMINALS AND THEIR PEPTIDE DERIVATIVES

被引：58

作者：

KATRITZKY, AR

UROGDI, L

MAYENCE, A

机构：

[1] Department of Chemistry, University of Florida, Gainesville

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 07期

关键词：

D O I：

10.1021/jo00294a042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Adducts 8-11, derived from benzotriazole (7), an aldehyde (6), and an amide (5), react with ammonia to give various monoacylated aminals (12–14) and “gem-peptide”2aderivatives (15) in a novel, convenient route, useful for peptide analogue syntheses and studies. © 1990, American Chemical Society. All rights reserved.

引用

页码：2206 / 2214

页数：9

共 21 条

[1] DIFFERENTIALLY PROTECTED ALPHA-AMINOGLYCINE
BOCK, MG
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[2] BODANSZKY M, 1976, PEPTIDE SYNTHESIS, P115
[3] PARTIALLY MODIFIED RETRO-INVERSO-ENKEPHALINAMIDES - TOPOCHEMICAL LONG-ACTING ANALOGS INVITRO AND INVIVO
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CHOREV, M
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[5] CONRADI RA, 1989, INT J PEPT PROT RES, V33, P373
[6] PROTECTED DIAMINOMETHANE
DEBONS, FE
LOUDON, GM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (09) : 1703 - 1704
[7] A NEW CLASS OF AMINO-ACID BASED SWEETENERS
FULLER, WD
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VERLANDER, MS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (20) : 5821 - 5822
[8] CONCEPT OF LINEAR MODIFIED RETRO-PEPTIDE STRUCTURES
GOODMAN, M
CHOREV, M
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (01) : 1 - 7
[9] THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .14. NOVEL ROUTES TO SECONDARY AND TERTIARY-AMINES AND TO N,N-DISUBSTITUTED HYDROXYLAMINES
KATRITZKY, AR
YANNAKOPOULOU, K
LUE, P
RASALA, D
UROGDI, L
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (02): : 225 - 233
[10] BENZOTRIAZOLE-ASSISTED SYNTHESIS OF MONOACYL ALPHA-AMINOGLYCINES
KATRITZKY, AR
UROGDI, L
MAYENCE, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (06) : 337 - 338

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