… , 5-methoxy-N-methyltryptamine, bufobutanoic acid, N-(indol-3-yl) methyl-5-methoxy-N-methyltryptamine, and lespedamine based on 1-hydroxyindole chemistry.

M Somei, F Yamada, T Kurauchi, Y Nagahama…

Index: Somei; Yamada; Kurauchi; Nagahama; Hasegawa; Teranishi; Sato; Kaneko Chemical and Pharmaceutical Bulletin, 2001 , vol. 49, # 1 p. 87 - 96

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Citation Number: 40

Abstract

Application of regioselective nucleophilic substitution reactions of 1-hydroxytryptamines to novel and simple syntheses of serotonin (1a), N-methylserotonin (1b), bufotenine (1c), 5- methoxy-N-methyltryptamine (2a), bufobutanoic acid (3a), N-(indol-3-yl) methyl-5-methoxy-N- methyltryptamine (4), and lespedamine (5) are described. Effective syntheses of 5- benzyloxytryptamine and 1-methoxy-2-oxindoles are also reported.