Synthesis of Ranirestat (AS-3201)

doi:10.1055/s-2007-992393

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Synfacts 2008(1): 0004-0004
DOI: 10.1055/s-2007-992393

Synthesis of Natural Products and Potential Drugs

Synthesis of Ranirestat (AS-3201)

Contributor(s): Philip Kocienski
T. Mashiko, K. Hara, D. Tanaka, Y. Fujiwara, N. Kumagai*, M. Shibasaki*
The University of Tokyo and Dainippon Sumitomo Pharma Company Ltd., Osaka, Japan

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Publikationsdatum:
18. Dezember 2007 (online)

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Significance

Ranirestat is a potent inhibitor of aldose reductase that is in phase III clinical trials for the treatment of diabetic complications. The key step in the synthesis depicted is the efficient asymmetric addition of the β-keto ester A to the azodicarboxylate B catalyzed by ligand C and La(Oi-Pr)₃.