A Facile and Efficient Synthesis of (15R)-Latanoprost from Chiral Precursor Corey Lactone Diol

Journal of Chemical Sciences

B Srinivas²  Sathyanarayana Boodida1¹  K Vijendhar1¹ 

[1] Department of Chemistry, JNTUH College of Engineering Jagtial, Karimnagar 505 501, India$$;R&D Division, Aspen Bio Pharma Labs Pvt. Ltd, Genome Vally, Turkapally, Hyderabad 500 078, India$$

关键词: Latanoprost;    Corey lactone diol;    Swern oxidation;    Allylic reduction;    Wittig reaction.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

An efficient asymmetric synthetic route for the synthesis of anti-glaucoma agent, (15R)-latanoprost using Corey lactone diol as chiral substrate under Swern oxidation, allylic reduction and Wittig reaction conditions has been developed. In this method, reduction of keto and alkene functional groups has been achieved in a single step using low cost catalyst NiCl2/NaBH4 in methanol. This new synthetic protocol is a good alternative for the synthesis of latanoprost with high stereo selectivity and improved yield.

【 授权许可】

Unknown