A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

被引：31

作者：

Chen, Chou-Hsiung ^{[1
]}

Genapathy, Sivaneswary ^{[1
]}

Fischer, Peter M. ^{[1
]}

Chan, Weng C. ^{[1
]}

机构：

[1] Univ Nottingham, Ctr Biomol Sci, Sch Pharm, Nottingham NG7 2RD, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 48期

关键词：

IMMUNOSUPPRESSIVE CYCLIC-PEPTIDES; BACTERIAL PROTEIN-SYNTHESIS; EFFICIENT METHOD; DEBENZYLATION; MYXOBACTERIA; INHIBITORS; ACIDS;

D O I：

10.1039/c4ob02107j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

引用

页码：9764 / 9768

页数：5

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