A general method for the synthesis of N-protected alpha-aminoalkylphosphinic acids

被引:26
作者
Chen, SJ
Coward, JK
机构
[1] UNIV MICHIGAN, COLL PHARM, INTERDEPARTMENTAL PROGRAM MED CHEM, ANN ARBOR, MI 48109 USA
[2] UNIV MICHIGAN, DEPT CHEM, ANN ARBOR, MI 48109 USA
关键词
D O I
10.1016/0040-4039(96)00839-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and highly convenient method for the synthesis of N-protected alpha-aminophosphinic acids, suitable for side chain elongation either from N-, P-, or C- termini to form a variety of phosphinic peptides, has been developed. The desired phosphinic acids were obtained in moderate to satisfactory yield by a three-component condensation reaction of benzyl carbamate, an aldehyde, and an alkylphosphonous acid (or its 1-adamantanamine salt) in acetyl chloride under very mild conditions. Copyright (C) 1996 Elsevier Science Ltd.
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页码:4335 / 4338
页数:4
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