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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358151Generated: October 28, 2026

1,2,3,5-Tetraacetyl-beta-D-ribofuranose → 1-(4-nitrobenzyl)-4-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)oxy-1H-imidazole-5-carboxamide

https://huagongshe.com/reaction/358151

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,5-Tetraacetyl-beta-D-ribofuranoseHCID 83064—
Reactant2,3,5-tri-O-acetyl-D-ribofuranosyl chlorideHCID 13384734—
ReactantHCID 178513772HCID 178513772—
Product1-(4-nitrobenzyl)-4-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)oxy-1H-imidazole-5-carboxamideHCID 13121162—

Reaction Steps

Following a procedure similar to that of Example 1 but using 2,3,5-tri-O-acetyl-D-ribofuranosyl chloride prepared from 2.50 g of 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose and 1.022 g of 5-carbamoyl-1-(4-nitrobenzyl)imidazolium-4-olate there was obtained 0.986 g of 1-(4-nitrobenzyl)-4-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)oxy-1H-imidazole-5-carboxamide which was recrystallized from ethanol. m.p. 155.5°-156.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04464531
Source datasetuspto-grants-1984_08
ORD IDord-cbd40d06246e48ea8072d2832bd45149
Source noteuspto-grants-1984_08