Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

被引:24
作者
Bailey, PD [1 ]
Baker, SR
Boa, AN
Clayson, J
Rosair, GM
机构
[1] Heriot Watt Univ, Dept Chem, Edinburgh EH14 4AS, Midlothian, Scotland
[2] Eli Lilly & Co, Windlesham GU20 6PH, Surrey, England
[3] Univ Hull, Dept Chem, Hull HU6 7RX, N Humberside, England
基金
英国工程与自然科学研究理事会;
关键词
amino acids and derivatives; peptide analogues/mimetics;
D O I
10.1016/S0040-4039(98)01658-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of protected a-heterosubstituted analogues of glycine were synthesised from starting materials of the type CHFX-CONHR [X = Cl, Br, I; R = CH2Ph, (S)-CHMePh]; the final products included derivatives of glycine possessing N, O, F or S in the alpha-position, and the first example of a free alpha-fluoro-alpha-amino acid (alpha-fluorobetaine) whose structure was confirmed by X-ray crystal structure determination. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7755 / 7758
页数:4
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