1408058-29-6Relevant articles and documents
A new and efficient asymmetric synthesis of oseltamivir phosphate(Tamiflu) from D-mannose
Chuanopparat, Nutthawat,Kongkathip, Ngampong,Kongkathip, Boonsong
, p. 6209 - 6211,3 (2012/12/11)
Oseltamivir phosphate (Tamiflu) was synthesized from D-mannose through a short and practical synthetic route. A unique feature of the route is that the bulky 3-pentyloxy group and adjacent acetamide of Tamiflu were introduced at an early stage of the synthesis by copper-catalyzed regioselective ringopening of the 2,3-pentylidene ketal of D-lyxofuranoside. The D-lyxofuranoside ethylphosphonate precursor was then cyclized via an intramolecular Horner-Wadsworth-Emmons reaction to furnish the Tamiflu skeleton.