A short and efficient asymmetric synthesis of (1S, 2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino) tetralin hydrochloride (UH-232)

NL Reddy, I Francesconi, EM Bellott

Index: Reddy, N. Laxma; Francesconi, Iris; Bellott, Emile M. Tetrahedron Asymmetry, 1999 , vol. 10, # 17 p. 3281 - 3283

Full Text: HTML

Citation Number: 1

Abstract

A general practical asymmetric synthesis of (1S, 2R)-(+)-5-methoxy-1-methyl-2-(di-n- propylamino) tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3, 4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key ...