蜂王信息素合成新方法

Synthesis of Queen Honeybee Pheromones

9-羰基-(E)-2-癸烯酸和9-羟基-(E)-2-癸烯酸为蜂王信息素的主要组分,以1-苯磺酰基-2-丙酮和5-溴戊酸乙酯为原料,通过烷基化、羰基保护、还原、Wittig-Horner反应、水解等一系列功能基转化后得到9-羰基-(E)-2-癸烯酸,再经贝克酵母生物酶促还原合成了手性的S-9-羟基-(E)-2-癸烯酸,全程收率28%。方法原料易得,反应条件相对温和,产率较好。

9-Hydroxyl-（E）-2-decenoic acid and 9-carbonyl-（E）-2-decenoic acid are the main components of queen honeybee pheromones. 9-Carbonyl-（E） -2-decenoic acid was synthesized from 1-（phenylsulfonyl） -2- acetone and 5-bromo-ethyl valerate in five steps, which was enzymatic reduced with bakers＇ yeast to give S-9- hydroxyl-（E）-2-decenoic acid. The total yield was about 28%. The materials used were easy to obtain, and the reaction conditions were mild, and the yield satisfactory.