Synthetic Studies of Psilocin Analogs Having Either a Formyl Group or Bromine Atom at the 5- or 7-Position

Synthetic Studies of Psilocin Analogs Having Either a Formyl Group or Bromine Atom at the 5- or 7-Position

Psilocin analogs having either a formyl group (9—12) or a bromine atom (13—18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (2...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2002, Vol.50(1), pp.92-99
Hauptverfasser: Yamada, Fumio, Tamura, Mayumi, Hasegawa, Atsuko, Somei, Masanori
Format: Artikel
Sprache:eng
Schlagworte:
4-benzyloxy-5-bromo-N,N-dimethyltryptamine
4-benzyloxy-5-bromoindole-3-carbaldehyde
5-bromopsilocin
5-formylpsilocin
Bromine - chemistry
Chemistry
Exact sciences and technology
Formates - chemical synthesis
Formates - chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
psilocin
Psilocybin - analogs & derivatives
Psilocybin - chemical synthesis
Psilocybin - chemistry
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Zusammenfassung:Psilocin analogs having either a formyl group (9—12) or a bromine atom (13—18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (20, 31), and 4-benzyloxy-N, N-dimethyltryptamine (32, 34, 35) have also been established.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.50.92