Synthesis of phosphorylcholines possessing 5,6-or 14,15-epoxyisoprostane A2 at sn-2 position

被引：19

作者：

Acharya, HP ^{[1
]}

Kobayashi, Y ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 48期

关键词：

epoxyisoprostane; phosphorylcholine; p-methoxybenzyl; aldol reaction; cyclopentenone;

D O I：

10.1016/j.tetlet.2005.09.193

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Use of the PMBOCH2 group (PMB: p-MeOC6H4CH2) as a substitute of CO2H provided high level of reproducibility and efficiency in construction of the full structure of 5,6-epoxyisoprostane A(2). After the construction. the PMBOCH2 verted to CO2H by using (1) DDQ, (2) SO(3)(.)pyridine and (3) NaClO2 at pH 7. The acid, thus synthesized, was condensed with lysoPC to furnish one of the title compounds. Similarly, 14,15-regioisomer was synthesized. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：8435 / 8438

页数：4

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