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Synthesis of (S)-3-Aminoethyl- 1,2,3,4-Tetrahydroisoquinoline (TIQ-Diamine) via the Mitsunobu Protocol


RB Kawthekar
BK Peters
T Govender
HG Kruger
GEM Maguire

Abstract

The synthesis of (S)-3-Aminoethyl-1, 2, 3, 4-tetrahydroisoquinoline (TIQ-diamine) was successfully achieved via the Mitsunobu protocol. The method from earlier reports utilizing aminolysis of commercially available TIQ-amino methyl ester, and reduction of the amide, proved to be inadequate for preparation of TIQ-diamines. The modified route requires three additional steps and consequently rendered three novel intermediates, which were furnished under mild conditions.

Keywords: Tetrahydroisoquinoline, TIQ-diamine, Mitsunobu Reaction


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eISSN: 1996-840X
print ISSN: 0379-4350