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CAPLUS COPYRIGHT 2011 ACS
||Process for preparing atazanavir bisulfate and novel crystalline forms for use in treating HIV
||Kim, Soojin; Lotz, Bruce T.; Malley, Mary F.; Gougoutas, Jack Z.; Davidovich, Martha; Srivastava, Sushil K.
||Bristol-Myers Squibb Company, USA
||U.S., 27 pp. CODEN: USXXAM
A process is provided for prepg. the HIV protease inhibitor atazanavir bisulfate wherein a soln. of atazanavir free base is reacted with concd. sulfuric acid in an amt. to react with less than about 15% by wt. of the free base, seeds of Form A crystals of atazanavir bisulfate are added to the reaction mixt., and as crystals of the bisulfate form, addnl. concd. sulfuric acid is added in multiple stages at increasing rates according to a cubic equation, to effect formation of Form A crystals of atazanavir bisulfate. A process is also provided for prepg. atazanavir bisulfate as Pattern C material. A novel form of atazanavir bisulfate is also provided which is Form E3 which is a highly cryst. triethanolate solvate of the bisulfate salt from ethanol.
View the full-text patent from USPTO.