Racemization free longer N-terminal peptide hydroxamate synthesis on solid support using ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate

被引：6
|
作者：
Manne, Srinivasa Rao [1 ]
Thalluri, Kishore [1 ]
Giri, Rajat Subhra [1 ]
Paul, Ashim [1 ]
Mandal, Bhubaneswar [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Gauhati 781039, Guwahati, India
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 44期
关键词：
Boc-Oxyma; Hydroxamic acid; Peptide hydroxamic acid; Racemization free; SAHA; CARBOXYLIC-ACIDS; PHASE SYNTHESIS; INHIBITORS; DESIGN; DISCOVERY; BINDING; AGENT;
D O I：
10.1016/j.tetlet.2015.09.084
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile, efficient, racemization-free, and environment friendly protocol for the synthesis of peptide hydroxamic acids directly from carboxylic/amino acids by ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate in the presence of DIPEA/DMAP at room temperature is described. The compatibility of this method with Fmoc based solid phase peptide synthesis (SPPS) is also demonstrated by synthesizing three relatively large N-terminal peptide hydroxamic acids on resin. Also, some biologically important hydroxamates are synthesized using this protocol. (C) 2015 Elsevier Ltd. All rights reserved.
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页码：6108 / 6111
页数：4
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