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Synlett 1999; 1999(9): 1371-1374
DOI: 10.1055/s-1999-2858
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Asymmetric Synthesis of Mercaptoalcohols - Matrix Metalloproteinase Inhibitors

K. Paulvannan* , Tao Chen
  • *Affymax Research Institute, 3410 Central Expressway, Santa Clara, CA 95051, USA; Fax + 1 40 84 81-95 58; E-mail: kumar_paulvannan@affymax.com
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Publication History

Publication Date:
31 December 1999 (online)

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A novel approach has been developed for the preparation of all of the possible diastereoisomers of mercaptoalcohol 1, a potent matrix metalloproteinase (MMP) inhibitor, with easy access to various P1′ substituents. Readily available chiral epoxides have been used as the starting materials to control the stereochemistry of the -OH group.

Mercaptoalcohol - MMP inhibitor - malonate alkylation - epoxide opening - decarboxylation

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