Synthesis of a key intermediate,(S)-2-[(3-hydroxypropyl) sulfinyl]-1-(o-tolyl) imidazole, for the platelet aggregation inhibitor, OPC-29030 via lipase-catalyzed …

…, J Matsubara, K Otsubo, K Kitano, T Ohtani…

Index: Morita, Seiji; Matsubara, Jun; Otsubo, Kenji; Kitano, Kazuyoshi; Ohtani, Tadaaki; Kawano, Yoshikazu; Uchida, Minoru Tetrahedron Asymmetry, 1997 , vol. 8, # 22 p. 3707 - 3710

Full Text: HTML

Citation Number: 26

Abstract

Optically active 2-[(3-hydroxypropyl) sulfinyl]-1-(o-tolyl) imidazole (S)-2 was synthesized by kinetic resolution of (±)-2 with lipase and hydrolysis of the acetate (S)-3 with potassium carbonate. The reaction mixture of the lipase-catalyzed transesterification was converted to the phthalic acid derivative (R)-4, and this (R)-4 and the unreacted acetate (S)-3 were fractionated without use of column chromatography. The unrequired recovered alcohol (R) ...