Short solution phase preparation of fused azepine-tetrazoles via a UDC (Ugi/de-Boc/cyclize) strategy

被引：66

作者：

Nixey, T ^{[1
]}

Kelly, M ^{[1
]}

Semin, D ^{[1
]}

Hulme, C ^{[1
]}

机构：

[1] Amgen Inc, Dept Small Mol Drug Delivery, Thousand Oaks, CA 91320 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(02)00636-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel application of the TMSN3 modified Ugi 4-component reaction is disclosed for the solution phase synthesis of fused azepine-tetrazole libraries. The reaction of a N-Boc-alpha-amino aldehyde, secondary amine, methyl isocyanoacetate and trimethylsilylazide in methanol, followed by acid treatment, proton scavenging and reflux affords bicyclic azepine-tetrazoles. This efficient protocol, producing products with three diversity points, can be used to generate arrays of biologically relevant small molecules for general and targeted screening. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3681 / 3684

页数：4

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