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基于2-丁基-2-羟甲基-1,3-丙二醇的硫代和硒代磷脂类似物的合成

[The synthesis of thio- and selenoanalogues of phospholipids on the basis of 2-butyl-2-hydroxymethyl-1,3-propanediol].

作者信息

Savin G A, Kutsemako O M

出版信息

Bioorg Khim. 2005 Jul-Aug;31(4):414-9. doi: 10.1007/s11171-005-0051-3.

DOI:10.1007/s11171-005-0051-3
PMID:16119461
Abstract

New analogues of nonglycerol polyol phospholipids were prepared on the basis of 1,1,1-trimethylolethane. Amidophosphites and cyclophosphites of the isopropylidene derivative of this polyol were intermediates in the syntheses. They were treated with sulfur or selenium. Phosphoacetals were converted into lipids by the direct acylation with higher fatty acid chlorides. The triol bicyclophosphite was also used in the lipid syntheses. It was directly acylated at the oxygen atom, the resulting acylpolyol of chlorophosphite was then converted into phospholipids by alcoholysis and subsequent treatment with sulfur.

摘要

基于1,1,1-三羟甲基乙烷制备了新型非甘油多元醇磷脂类似物。该多元醇的亚异丙基衍生物的亚磷酸酰胺和环亚磷酸酯是合成中的中间体。它们用硫或硒处理。磷缩醛通过与高级脂肪酸氯化物直接酰化转化为脂质。三醇双环亚磷酸酯也用于脂质合成。它在氧原子处直接酰化,所得的亚磷酸氯酰基多元醇然后通过醇解并随后用硫处理转化为磷脂。

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