A practical and azide-free synthetic approach to oseltamivir from diethyl D-tartrate.

J Org Chem

Institute of Medicinal Chemistry, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, P. R. China 510006.

Published: May 2010

A short and practical synthesis of oseltamivir was accomplished in 11 steps from inexpensive and abundant diethyl D-tartrate starting material. This azide-free route featured an asymmetric aza-Henry reaction and a domino nitro-Michael/Horner-Wadsworth-Emmons (HWE) reaction as the key steps to construct the relevant cyclohexene ring of the product, which provided an economical and practical alternative for the synthesis of oseltamivir.

Download full-text PDF

Source
http://dx.doi.org/10.1021/jo100187mDOI Listing

Publication Analysis

Top Keywords

diethyl d-tartrate
8
synthesis oseltamivir
8
practical azide-free
4
azide-free synthetic
4
synthetic approach
4
approach oseltamivir
4
oseltamivir diethyl
4
d-tartrate short
4
short practical
4
practical synthesis
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!