Synthesis of (2S,3S)-β-methyltryptophan

被引:29
作者
Han, GX [1 ]
Lewis, A [1 ]
Hruby, VJ [1 ]
机构
[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
关键词
constrained amino acids; auxiliary assisted asymmetric synthesis; beta-methyltryptophan; lithium bromide (LiBr); N; N-dimethyl-aminopyridine; (DMAP);
D O I
10.1016/S0040-4039(01)00718-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-alpha-Fmoc-prptected (1S,3S)-beta -methyltryptophan has been synthesized by asymmetric synthesis through the aid of an oxazolidinone auxillary. Coupling of the mixed anhydride of N-ln-Boc-protected indoleacrylic acid to thr oxazolidinone auxiliary was achieved by lithium bromide and N,N-dimethylpyridine (DMAP). This reaction is milder and more convenient to run than the traditional conditions using: butyl lithium, (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
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页码:4601 / 4603
页数:3
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