Synthesis of (1R,2S)- and (1S,2S)-3-(4-carbamoyl-1,2,3-triazol-1-yl)-1,2-dihydroxypropylphosphonates

被引:12
|
作者
Wróblewski, AE [1 ]
Glowacka, IE [1 ]
机构
[1] Med Univ Lodz, Fac Pharm, Bioorgan Chem Lab, PL-90151 Lodz, Poland
关键词
D O I
10.1016/j.tetasy.2004.03.025
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Good regioselectivity (86:14 and 80:20) was observed in the 1,3-dipolar cycloaddition of methyl propiolate to diastereoisomeric dimethyl (1R,2S)- and (1S,2S)-3-azido-2-benzyloxy-1-hydroxypropylphosphonates. The major 4-Inethoxycarbonyl regioisomers were transformed into O-methyl (1R,2S)- and (1S,2S)-3-(4-carbamoyl-1,2,3-triazol-1-yl)-1,2-dihydroxypropylphosphonic acids, structural analogues of ribavirin. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1457 / 1464
页数:8
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