1137726-89-6Relevant academic research and scientific papers
PROCESS AND COMPOUNDS FOR THE MANUFACTURE OF OSELTAMIVIR AND ANALOGS THEREOF, AND NEW ANTIVIRAL AGENTS
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Page/Page column 52, (2011/05/06)
The present application relates to processes for the preparation of intermediates useful in the manufacture of oseltamivir and the H3PO4 salt of oseltamivir, Tamiflu?. The application further relates to novel intermediate and compoun
Several generations of chemoenzymatic synthesis of oseltamivir (Tamiflu): Evolution of strategy, quest for a process-quality synthesis, and evaluation of efficiency metrics
Werner, Lukas,Machara, Ales,Sullivan, Bradford,Carrera, Ignacio,Moser, Michael,Adams, David R.,Hudlicky, Tomas,Andraos, John
experimental part, p. 10050 - 10067 (2012/01/15)
Four generations of chemoenzymatic approaches to oseltamivir are presented. The first two generations relied on the use of cyclohexadiene-cis-diol derived enzymatically from bromobenzene. The third and fourth generation used the corresponding diol obtaine
Short chemoenzymatic azide-free synthesis of oseltamivir (tamiflu): Approaching the potential for process efficiency
Werner, Lukas,Machara, Ales,Hudlicky, Tomas
supporting information; experimental part, p. 195 - 200 (2010/07/03)
A short chemoenzymatic and azide-free synthesis of oseltamivir was attained with the key steps consisting of a one-pot Dauben-Michno oxidative transposition and animation and a reductive transposition of an acrylate.
An alternative synthesis of Tamiflu: a synthetic challenge and the identification of a ruthenium-catalyzed dihydroxylation route
Yamatsugu, Kenzo,Kanai, Motomu,Shibasaki, Masakatsu
experimental part, p. 6017 - 6024 (2011/03/18)
Synthetic studies of Tamiflu and the identification of a ruthenium-catalyzed dihydroxylation route are disclosed. This newly developed synthetic process circumvents the need for a Mitsunobu inversion step and the use of explosive reagents. This
A synthesis of tamiflu by using a barium-catalyzed asymmetric diels-alder-type reaction
Yamatsugu, Kenzo,Yin, Liang,Kamijo, Shin,Kimura, Yasuaki,Kanai, Motomu,Shibasaki, Masakatsu
supporting information; experimental part, p. 1070 - 1076 (2009/06/20)
(Chemical Equation Presented) In pursuit of a better route: A new catalytic asymmetric synthesis of Tamiflu was developed. The key transformation was an asymmetric Diels-Alder-type reaction of 1 and 2 catalyzed by a barium/F 2-FujiCAPO complex in the presence of a CsF co-catalyst to construct the core of Tamiflu (see scheme; TMS=trimethylsilyl). The product was converted into Tamiflu in 11 steps on a gram scale.
