Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227191Generated: October 29, 2026

Tri-O-acetyl-5-deoxy-D-ribofuranose → 5-Nitro-1-(2,3-di-o-acetyl-5-deoxy-beta-d-ribofuranosyl)-n-(1-methylethyl)-1h-benzimidazol-2-amine

https://huagongshe.com/reaction/2227191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri-O-acetyl-5-deoxy-D-ribofuranoseHCID 11196237—
ReactantHCID 178456831HCID 178456831—
Product5-Nitro-1-(2,3-di-o-acetyl-5-deoxy-beta-d-ribofuranosyl)-n-(1-methylethyl)-1h-benzimidazol-2-amineHCID 57264308—

Reaction Steps

5-nitro-N-(1-methylethyl)-1H-benzimidazol-2-amine (1.1 g) was coupled to 1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose according to General Procedure II. The crude product was purified by flash chromatography (1:1 ethyl acetate/hexanes) to yield the title compound (0.420 g) as a mixture of 5,6 regioisomers. MS (AP): m/z 443 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413938B1
Source datasetuspto-grants-2002_07
ORD IDord-4636d1a22478473882403a2a920e163c
Source noteuspto-grants-2002_07