Flexible synthesis of polyamine catecholamides

RJ Bergeron, SJ Kline, NJ Stolowich…

Index: Bergeron; Kline; Stolowich; et al. Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4524 - 4529

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Citation Number: 26

Abstract

A scheme is developed for the high-yield synthesis of polyamine catecholamides from the secondary N-benzylamines N% enzylhomospermidine, N4-benzylspermidine, and NJ-bis (3- aminopropy1) benzylamine. These amines are first selectively acylated at the N-terminal positions with 2, 3-dimethoxybenzoyl chloride, and the benzyl groups are removed by hydrogenolysis. The resulting diamides are then either demethylated to produce the ...