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( E ) and ( Z )‐α‐hydroxy and α‐methoxyimino‐4‐nitro‐1 H ‐imidazole‐1‐acetic acids and esters. Spectral properties, conformations and photoisomerization of the new compounds
Author(s) -
Elitropi Guglielmo,
Pantò Ezio,
Tricerri Silvia
Publication year - 1979
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.5570160805
Subject(s) - chemistry , photoisomerization , imidazole , nitro , decarboxylation , stereochemistry , medicinal chemistry , isomerization , organic chemistry , catalysis , alkyl
Detailed experimental procedures are given for the preparation of the stereoisomeric ( E )‐ and ( Z )‐methyl‐α‐hydroxy and α‐methoxyimino‐4‐nitro‐1 H ‐imidazole‐1‐acetates and of the related acids. ( Z )‐Isomers have been prepared by synthesis. ( E )‐Isomers have been obtained only by photoisomerization. Decarboxylation of the acids left the corresponding aldehydes which are ideal compounds for structural studies and configurational assignments.