Synthesis of diethyl (1R,2R)- and (1S,2R)-3-acetamido-1,2-dihydroxypropylphosphonates

被引:9
|
作者
Wróblewski, AE [1 ]
Balcerzak, KB [1 ]
机构
[1] Med Univ Lodz, Fac Pharm, Bioorgan Chem Lab, PL-90151 Lodz, Poland
关键词
D O I
10.1016/S0957-4166(02)00199-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Diastereomeric diethyl (1R,2R)- and (1S,2R)-2,3-epoxy-1-benzyloxypropylphosphonates were obtained from the respective 2,3-O-cyclohexylidene-1-hydroxypropylphosphonates via the following sequence of reactions: benzylation, acetal hydrolysis and transformation of the terminal diol into the epoxide using the Sharpless protocol. These epoxides were regioselectively opened with dibenzylamine to afford the title compounds after acetylation and hydrogenolysis. (C) 2002 Published by Elsevier Science Ltd.
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页码:845 / 850
页数:6
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