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Studies on pyrrolidinones. On the carbamoylation of some pyroglutamic derivatives
Author(s) -
Cauliez Pascal,
Fasseur Dominique,
Couturier Daniel,
Rigo BenoǏT,
Kolocouris Antonios
Publication year - 1996
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.5570330439
Subject(s) - chemistry , pyrrolidinones , pyroglutamic acid , lactam , toluene , salt (chemistry) , organic chemistry , phenyl isothiocyanate , biochemistry , amino acid
The carbamoylation of some lactams derivatived from pyroglutamic acid as been studied; better yields were obtained starting from the unsubstitued lactam (toluene, 80°) rather than starting with the N ‐silyllactam (room temperature), although these latter reaction conditions could be interesting for heat sensitive compounds. Methyl and phenyl isothiocyanate react only with the sodium salt of methyl pyroglutamate, giving 1,5‐diaddition products.