度他雄胺的合成

Synthesis of Dutasteride

孕烯醇酮经C-4,5位氧化开环、成环及还原氢化得到3-氧代-4-氮杂-5α-雄甾-17β-羧酸,再经C-20位酰胺化得到(5α,17β)-N-[2,5-双(三氟甲基)苯基]-3-氧代-4-氮杂雄甾-17-甲酰胺(6),最后进行C-1,2位氧化脱氢制得度他雄胺,总收率为36%。

Dutasteride, the 5α-reductase inhibitor, was synthesized from 4-androsten-3-one-5-ene-17β- carboxylic acid via oxidative ring-opening reaction, cyclization and reduction to give 3-oxo-4-aza-5tx-androstane-17[3- carboxylic acid, which was subjected to amidation and oxidation with an overall yield of 36 %.