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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
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.
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