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A short synthesis of C ‐glycosyl pyrazoles and pyrroles
Author(s) -
Del Valle José L.,
Polo Cecilia,
Torroba TomÁS,
Marcaccini Stefano
Publication year - 1995
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.5570320337
Subject(s) - chemistry , nitrile , glycosyl , salt (chemistry) , sodium salt , nitro , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , inorganic chemistry , alkyl
The sodium salt of TOSMIC reacted with ( E )‐3,4,5,6,7‐penta‐ O ‐acetyl‐1,2‐dideoxy‐1‐ C ‐nitro‐D‐galacto‐ (1) and ‐D‐ manno ‐hept‐1‐enitol (2) to give 3‐(D‐ galacto ‐ (3) and 3‐(D‐ manno ‐penta‐ O ‐acetylpentitol‐1‐yl)‐4‐nitropyrrole (4) , respectively. Compound 1 reacted with diaryl nitrile imines, affording 1,3‐diaryl‐4‐(1,2,3,4,5‐penta‐ O ‐acetyl‐D‐ galacto ‐pentitol‐1‐yl)pyrazoles 5 and 6 .