Single-step formation of structurally defined bicyclic peptides via SNAr cyclization

被引：13

作者：

Kohn, WD ^{[1
]}

Zhang, LS ^{[1
]}

Weigel, JA ^{[1
]}

机构：

[1] Eli Lilly & Co, Sphinx Labs, Cambridge, MA 02139 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 07期

关键词：

D O I：

10.1021/ol0070536

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A solid-phase methodology for macrocyclization via an SNAr reaction has been developed for the unambiguous formation of bicyclic peptidic compounds in a single cyclization step. The cyclization strategy involves the reaction of a 3,5-dihydroxybenzoyl group with two nitrofluorobenzoyl moieties, The symmetry of the dihydroxy aromatic ring results in a single product, and the remaining nitro groups are subsequently reduced to anilines and acylated.

引用

页码：971 / 974

页数：4

共 41 条

[1] POTENT AND PROLONGED ACTING CYCLIC LACTAM ANALOGS OF ALPHA-MELANOTROPIN - DESIGN BASED ON MOLECULAR-DYNAMICS [J].