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Reaction of 1,3,4‐oxadiazolones with free L‐ α ‐amino acids: A facile synthesis of novel 3,5‐disubstituted hydantoins
Author(s) -
Saegusa Yasuo,
Harada Shigeo,
Nakamura Shigeo
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.5570270349
Subject(s) - chemistry , amino acid , combinatorial chemistry , stereochemistry , reaction conditions , organic chemistry , catalysis , biochemistry
A series of novel 3,5‐disubstituted hydantoins 3a‐1 were easily synthesized in one‐step from the reaction of 2‐phenyl‐1,3,4‐oxadiazolin‐5‐ones 1a‐h with various free L‐ α ‐amino acids 2a‐e in m ‐cresol at 150°. An alternative route leading to the formation of 3‐benzamido‐5‐isopropylhydantoin 3c was also developed to make clear the reaction mechanism.