A GENERAL-METHOD FOR THE SYNTHESIS OF GLYCEROPHOSPHOLIPIDS AND THEIR ANALOGS VIA H-PHOSPHONATE INTERMEDIATES
A GENERAL-METHOD FOR THE SYNTHESIS OF GLYCEROPHOSPHOLIPIDS AND THEIR ANALOGS VIA H-PHOSPHONATE INTERMEDIATES
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DOI：
10.1021/jo00267a020
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发表时间：
1989-03-17
影响因子：
3.6
通讯作者：
STAWINSKI, J
中科院分区：
文献类型：
--
作者：
LINDH, I;STAWINSKI, J
A general chemical method for the synthesis of glycerophospholipids and their analogues via H-phosphonate intermediates has been developed. It was found that 1,2-dipalmitoylglycero-3-H-phosphonate, prepared by the reaction of 1,2-dipalmitoylglycerol with PCl3-imidazole, reacts with various hydroxylic components (choline tosylate, N-(tert-butoxycarbonyl)ethanolamine, N-(tert-butoxycarbonyl)-L-serine)in the presence of condensing agents to produce in high yield the corresponding glycero-3-H-phosphonate diesters. These can be converted into natural phospholipids via oxidation with iodine or into thio or seleno analogues by using sulfur or selenium as oxidant, respectively.
