1062100-81-5Relevant articles and documents
A concise and flexible synthesis of the potent anti-influenza agents tamiflu and tamiphosphor
Shie, Jiun-Jie,Fang, Jim-Min,Wong, Chi-Huey
, p. 5788 - 5791 (2008)
(Chemical Equation Presented) Tamiflu and the highly potent neuraminidase inhibitor tamiphosphor have been synthesized in 11 steps and greater than 20% overall yields from an haloarene (1S,2S)-cis-diol. The key transformations include a regio- and stereoselective bromoamidation, and a palladium-catalyzed carbonylation or phosphonylation reaction (see scheme; tamiflu: A = CO 2Et, B = NH3+H2PO4 -, tamiphosphor: A = PO(ONH4)2, B = NH 2).