Synthesis of N-(2,4-dinitrophenyl) derivatives of D-ribosylamines; unexpected reaction and hydrolysis products.
Carbohydr Res
; 516: 108564, 2022 Jun.
Article
in English
| MEDLINE | ID: covidwho-1800172
ABSTRACT
Reaction of 2,3-O-isopropylidene-d-ribofuranosylamine with 2,4-dinitrofluorobenzene afforded the crystalline 2,3-O-isopropylidene-N-(2,4-dinitrophenyl)-ß-d-ribofuranosylamine (3) and a 11 crystalline complex of 2,3-O-isopropylidene-N-(2,4-dinitrophenyl-α-d-ribofuranosylamine and 2,3-O-isopropylidene-ß-d-ribofuranose; controlled acidic hydrolysis of 3 afforded N-(2,4-dinitrophenyl-α-d-ribopyranosylamine and not the expected ß-d-furanosylamine derivative. The structures of the new compounds were confirmed by NMR spectroscopy and X-ray crystallography.
Keywords
Full text:
Available
Collection:
International databases
Database:
MEDLINE
Main subject:
Ribose
Type of study:
Experimental Studies
Language:
English
Journal:
Carbohydr Res
Year:
2022
Document Type:
Article
Affiliation country:
J.carres.2022.108564
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