SYNTHESIS OF AN INHIBITOR OF SPHINGOSINE-1-PHOSPHATE LYASE

被引:15
作者
BOUMENDJEL, A
MILLER, SPF
机构
[1] National Institute of Neurological Disorders and Stroke, National Institutes of Health, Bethesda, MD 20892
关键词
D O I
10.1016/S0040-4039(00)75971-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 2-vinyl dihydrosphingosine-1-phosphate 1 was synthesized and tested for inhibition of sphingosine-l-phosphate lyase. The carbon skeleton was prepared by acylation of a methionine imine with N-methoxy-N-methyl palmitamide. The vinyl group was generated by thermal sulfoxide elimination. Reduction of both carbonyl groups and deprotection gave 2-vinyl dihydrosphingosine. The phosphate group was introduced by means of bis(2-cyanoethyl)-N,N-diisopropyl-phosphoramidite as monofunctional phosphitylation reagent.
引用
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页码:819 / 822
页数:4
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