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Synfacts 2010(6): 0619-0619
DOI: 10.1055/s-0029-1219846
DOI: 10.1055/s-0029-1219846
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of BMS-644950
L. A. Hobson*, Jr. et al. R. L. Parsons *
Bristol-Myers Squibb Company, New Brunswick, USA
Further Information
Publication History
Publication Date:
20 May 2010 (online)
Significance
BMS-644950 is a development candidate for the treatment of hypercholesterolemia. The route depicted delivered >70 kg of the API in 35% overall yield. The synthesis is noteworthy for the large-scale TEMPO oxidation (H → I, 83 mol scale) and Julia-Kocienski olefination (A + B → C, 78 mol scale).