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Practical synthesis of (2'R)-2'-deoxy-2'-C-methyluridine by highly diastereoselective homogeneous hydrogenation
Authors:Lemaire Sébastien  Houpis Ioannis  Wechselberger Rainer  Langens Jaak  Vermeulen Wim A A  Smets Nico  Nettekoven Ulrike  Wang Youchu  Xiao Tingting  Qu Haisheng  Liu Renmao  Jonckers Tim H M  Raboisson Pierre  Vandyck Koen  Nilsson Karl M  Farina Vittorio
Institution:Johnson and Johnson Pharmaceutical Development, Turnhoutseweg 30, B-2340 Beerse, Belgium. slemaire@its.jnj.com
Abstract:Diastereoselective hydrogenation of 2'-deoxy-2'-exo-methyleneuridine was carried out under homogeneous conditions using a low loading of a chiral Rh catalyst. This, coupled with improvements in the synthesis of the substrate, allowed the smooth pilot plant preparation of the title compound on >10 kg scale.
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