以( )-脱氢枞胺为原料合成( )-弥罗松酚

Synthesis of ( )-ferruginol from ( )-dehydroabietylamine

摘要:

报道了以( )-脱氢枞胺为起始原料, 通过两条路线合成生物活性的二萜化合物( )-弥罗松酚。路线1：( )-脱氢枞胺在羟氨-O-磺酸和氢氧化钠作用下还原脱氨生成脱氢松香烷，再经Friedele-Crafts乙酰化、Baeyer-Villiger氧化、水解生成( )-弥罗松酚，总产率29.5%。路线2：( )-脱氢枞胺还原脱氨，然后与过氧化邻苯二甲酰反应得到( )-弥罗松酚, 总产率31.9%。

Abstract:

Two new synthetic routes to bioactive diterpene compound ( )-ferruginol starting from ( )-dehydroabietylamine were reported. Route 1: The reductive deamination of ( )-dehydroabietylamine with hydroxylamine-o-sulfonic acid and sodium hydroxide yielded dehydroabietane, followed by Friedel-Crafts acylation, Baeyer-Villiger oxidation and hydrolysis, gave ( )-ferruginol in 29.5% overall yield. Route 2: The reductive deamination of ( )-dehydroabietylamine, then reacted with phthaloyl peroxide to give ( )-ferruginol, overall yield 31.9%.