The Chemistry of Indoles. CIII.1) Simple Syntheses of Serotonin, N-Methylserotonin, Bufotenine, 5-Methoxy-N-methyltryptamine, Bufobutanoic Acid, N-(Indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and Lespedamine Based on 1-Hydroxyindole Chemistry
- Somei Masanori
- Yamada Fumio
- Kurauchi Takashi
- Nagahama Yoshiyuki
- Hasegawa Masakazu
- Yamada Koji
- Teranishi Sakiko
- Sato Haruhiko
- Kaneko Chikara
Publication date
January 2001
DOI Publisher
Pharmaceutical Society of Japan Journal
Chemical and Pharmaceutical BulletinAbstract
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
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