Stereoselective synthesis of inositol mono, bis and trisphosphate analogues from 6-deoxy-D-inositol precursors.

被引：12

作者：

de Almeida, MV

Dubreuil, D ^{[1
]}

Cleophax, J

Verre-Sebrié, C

Pipelier, M

Prestat, G

Vass, G

Gero, SD

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] Fac Sci & Tech, CNRS UMR 6513, Organ Synth Lab, F-44322 Nantes 03, France

来源：

TETRAHEDRON | 1999年 / 55卷 / 23期

关键词：

D O I：

10.1016/S0040-4020(99)00365-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of opticaly pure deoxy-myo-inositol mono, bis and trisphosphate analogues is described from 4-O-benzyl-2,3-di-O-cyclohexylidene-6-deoxy-myo-inositol and corresponding 1,5 epimer chiro-inositol. These precursors, which derive from galactose, are used to accede to a variety of cyclitol intermediates employing protection/deprotection sequence. The phosphorylation procedure was performed to produce free and original substituted phosphate derivatives aimed to be incorporated through the lipidic cell membrane for in vivo evaluation. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：7251 / 7270

页数：20

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