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Unambiguous structure of the compounds in the reaction of L‐tryptophan and 5‐hydroxy‐l‐tryptophan with alkyl isocyanates in acetone
Author(s) -
Garrido Mercedes,
López Rodriguez Maria L.,
José Morcillo M.,
Garcia Virginia Pérez,
Monge A.
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270562
Subject(s) - chemistry , acetone , tryptophan , alkyl , organic chemistry , medicinal chemistry , stereochemistry , amino acid , biochemistry
Abstract On the basis of X‐ray crystallographic analysis, it is shown that the reaction of L‐tryptophan and 5‐hydroxy‐L‐tryptophan with alkyl isocyanates in acetone affords, in agreement with Claesson's work, 3‐alkylcarbamoyl‐4‐(3‐indolylmethyl)‐1,3‐oxazolidin‐5‐ones 2 and not 2‐[(3‐alkyl‐4,4‐dimethyl‐2‐oxo)‐1,3‐diazetidinyl]‐3‐(3‐indolyl)propionic acids 1 as previously proposed.