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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2248945Generated: October 31, 2026

D-Ribofuranose, 1,2,3,5-tetraacetate → 5-amino-3-(2,3,5-tri-O-acetyl-beta-ribofuranosyl)thiazolo(4,5-d)pyrimidine-2,7-dione

https://huagongshe.com/reaction/2248945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantD-Ribofuranose, 1,2,3,5-tetraacetateHCID 9797055—
Reactant5-Aminothiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dioneHCID 135743639—
Product5-amino-3-(2,3,5-tri-O-acetyl-beta-ribofuranosyl)thiazolo(4,5-d)pyrimidine-2,7-dioneHCID 135434785—

Reaction Steps

Compound 4 (10 g, 54.4 mmol) was glycosylated exactly as described for the synthesis of 6 except that the sugar used in this case was the 1,2,3,5-tetra-O-acetyl-D-ribofuranose (20.7 g, 65.1 mmol). After the usual workup the crude residue was flash chromatographed on silica gel using 10% methanol in dichloromethane. Yield of pure material 7.1 g (29%) as a dry foam or amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05041426
Source datasetuspto-grants-1991_08
ORD IDord-3f78946843c34a4c86cb1759b52817bd
Source noteuspto-grants-1991_08