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ID: ALA1132129

Journal: Bioorg Med Chem Lett

Title: Stereoselective synthesis of a new muscarinic M3 receptor antagonist, J-104129.

Authors: Mitsuya M, Kawakami K, Ogino Y, Miura K, Mase T.

Abstract: A diastereoselective synthesis of J-104129 (1) was developed. A key step of this synthesis was Michael addition of enolate generated from cis-chiral dioxolane 2 to cyclopentenone, followed by hydrogenolysis of the resultant enol triflate 4. A mixture of cyclopentyldioxolane (5, 6) was hydrolyzed with sodium hydroxide to yield carboxylic acid 7 in 86% ee.

CiteXplore: 10450976

DOI: 10.1016/s0960-894x(99)00327-3