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Studies on pyrrolidinones: Some attempts to improve the synthesis of methyl n ‐(3,4,4′,5‐tetramethoxybenzhydryl)pyroglutamate (hei 81) by using n ‐acyl iminium salts methodologies
Author(s) -
Bourry Anne,
Pitard Franck,
Rigo Benoît,
Sanz Géarard,
Camus Fabrice,
Norberg Bernadette,
Durant Françlois,
Couturier Daniel
Publication year - 2002
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.5570390116
Subject(s) - chemistry , iminium , pyrrolidinones , oxazole , salt (chemistry) , polymerization , acylation , stereochemistry , organic chemistry , polymer , catalysis
Some ways to use the N ‐acyl iminium salt methodologies to synthesize a new inhibitor of tubulin polymerization, methyl N ‐(3,4,4′,5‐tetramethoxybenzhydryl)pyroglutamate (HEI 81) were studied. The most interesting reactions utilize a new pyroglutamic lactone (3‐(3,4,5‐trimethoxyphenyl)dihydropy‐rrolo[1,2‐ c ]oxazole‐1,5‐dione).