首页>
外国专利>
Process for synthesis of syn azido epdxide and its use as intermediate for the synthesis of amprenavir and saquinavir
Process for synthesis of syn azido epdxide and its use as intermediate for the synthesis of amprenavir and saquinavir
展开▼
机译:合成叠氮基环氧吡嗪的方法及其作为氨普那韦和沙奎那韦合成的中间体的用途
展开▼
页面导航
摘要
著录项
相似文献
摘要
A novel synthetic route to the syn-azido epoxide of formula 5 includes cobalt-catalyzed hydrolytic kinetic resolution of a racemic mixture of the azido-epoxide. Reaction steps include subjecting an allylic alcohol to epoxidation with mCPBA to obtain a racemic epoxy alcohol; ring opening the epoxy alcohol with azide anion to obtain an anti-azido alcohol, which can then be selectively tosylated at the primary alcohol; treating the tosylate with base to obtain the racemic azido-epoxide; and subjecting the racemic azido-epoxide to cobalt-catalyzed hydrolytic kinetic resolution to obtain the syn-azido epoxide of formula 5. The compound of formula 5 may be used as a common intermediate for the asymmetric synthesis of HIV protease inhibitors, such as Amprenavir, Fosamprenavir, Saquinavir, and formal synthesis of Darunavir and Palinavir.
展开▼