B. N. Roy, G. Singh, Dhananjai Srivastava
Jan 21, 2009
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Influential Citations
33
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Journal
Organic Process Research & Development
Abstract
A large-scale synthesis of (−)-[2R,5S]-4-amino-1- [2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidin-2-one (lamivudine) through resolution of racemic lamivudine by cocrystal formation with (S)- BINOL has been demonstrated. Lamivudine of very high purity with an enantiomeric excess of more than 99.9% was obtained. All four isomers of lamivudine have also been separated and characterized. Interestingly, cis-(−)- and trans-(−)-enantiomers form cocrystals with (S)-BINOL.