THE SYNTHESIS OF D,L P-VINYLPHENYLGLYCINE BY AMIDOALKYLATION, AND ITS REACTIONS

被引:5
作者
SHEFFERDEENOOR, S
BENISHAI, D
机构
[1] Department of Chemistry, Technion - Israel Institute of Technology, Haifa
关键词
D O I
10.1016/S0040-4020(01)81353-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Amidoalkylation of (2-chloroethyl)benzene or (2-bromoethyl)benzene with alpha-hydroxyhippuric acid and N-methoxycarbonyl alpha-hydroxyglycine, followed by dehydrohalogenation, affords N-protected p-vinylphenylglycines. Transformation of the vinyl group leads to N-methoxyycarbonyl-p-[1-(methoxycarbonylamino)ethyl]phenylglycine, N-methoxycarbonyl-p-(epoxyethyl) phenylglycine, N-methoxycarbonyl-p-formyl phenylglycine and N-methoxycarbonyl-p-carboxy phenylglycine. The deprotection of these compounds is described.
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收藏
页码:7009 / 7018
页数:10
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