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Efficient Access to Oseltamivir Phosphate (Tamiflu) via the O‐ Trimesylate of Shikimic Acid Ethyl Ester
Author(s) -
Karpf Martin,
Trussardi René
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200901561
Subject(s) - shikimic acid , azide , aromatization , chemistry , organic chemistry , computer science , combinatorial chemistry , catalysis
The same azide intermediate as that used in the current technical synthesis of Tamiflu can be prepared in only eight steps and with only three workups; protecting group manipulations and chromatographic purification are not required. This approach includes a new protocol for aziridine formation to avoid competitive aromatization.