Novel applications of resin bound α-amino acids for the synthesis of benzodiazepines (via Wang resin) and ketopiperazines (via hydroxymethyl resin)

被引：63

作者：

Hulme, C ^{[1
]}

Ma, L ^{[1
]}

Kumar, NV ^{[1
]}

Krolikowski, PH ^{[1
]}

Allen, AC ^{[1
]}

Labaudiniere, R ^{[1
]}

机构：

[1] Rhone Poulenc Rorer Cent Res, Collegeville, PA 19426 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(99)02326-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This communication reveals a novel application of resin bound oc-amino acids coupled with the UDC (Ugi/DeBOC/cyclize) strategy. Reaction with either N-BOC-alpha-amino aldehydes or N-BOC anthranilic acids and subsequent acid treatment allows the preparation of highly pure and diverse arrays (approx. 10000 in size) of 1,4-benzodiazepines (Wang resin) and ketopiperazines (hydroxymethyl resin), respectively. Notable for the benzodiazepine series of compounds are the five potential points of diversity available from this two-step protocol. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1509 / 1514

页数：6

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