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Communication | Regular issue | Vol 43, No. 8, 1996, pp.1605-1606
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7509
A Convenient Synthesis of Diastereomeric Synthons: Ethyl 3-Methyl-1,2,3,4-tetrahydroisoquinoline-1-acetates by Direct and Reverse Substituent Introduction

Ferenc Fülöp,* János Tari, Gábor Bernáth,* and Pál Sohár

*Institute of Pharmaceutical Chemistry, Albert Szent-Györgyi Medical University, POB 121, H-6701 Szeged, Eötvös u. 6, Hungary

Abstract

The two diastereomers of ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetate (4 and 5) were synthesized from 1-(3’,4’-dimethoxyphenyl)isopropylamine (1) by direct and reverse substituent introductions. The cause of the diastereo-stereoselectivity is rationalized.