前列腺素F2α和前列腺素E2的ω链甲基化类似物。

Omega chain methylated analogs of PGF2 alpha and PGE2.

作者信息

Andersen N H, Subramanian N, Imamoto S, Picker D H, Ladner D W, McCrae D A, Lin B S, De B

出版信息

Prostaglandins. 1981 Nov;22(5):809-30. doi: 10.1016/0090-6980(81)90220-3.

Abstract

Our previously published prostaglandin (PG) synthesis route, in which the omega-chain is added in the penultimate step, provides facile access to a wide variety of omega-chain variant PG analogs. Each series requires only the synthesis of the appropriate methylated acylphosphonate for the Emmons' condensation. The syntheses of analogs bearing the following methylation patterns are detailed: 15-Me; 17,17-(Me) 2; 17, 17, 20-(Me) 3; 18, 18, 20-(Me) 3; 15, 18, 18, 20-(Me) 4; and 15-OMe-18, 18, 20- (Me) 3. The well-known 16., 16-dimethyl prostaglandins have also been prepared by this sequence. The synthesis of 16, 16-tetramethylene-PG analogs is also described.

摘要

我们之前发表的前列腺素（PG）合成路线，即在倒数第二步添加ω链，为多种ω链变体PG类似物的合成提供了便利途径。每个系列仅需合成用于埃蒙斯缩合的适当甲基化酰基膦酸酯。以下甲基化模式的类似物合成细节如下：15-甲基；17,17-二甲基；17,17,20-三甲基；18,18,20-三甲基；15,18,18,20-四甲基；以及15-甲氧基-18,18,20-三甲基。著名的16,16-二甲基前列腺素也已通过该序列制备。还描述了16,16-四亚甲基-PG类似物的合成。