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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744166Generated: October 28, 2026

HCID 57432834, compound → (2S,3S,4R,5S)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

https://huagongshe.com/reaction/744166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 57432834HCID 57432834—
Reactant[(2S,3S,4S,5S)-3,4-dibenzoyloxy-5-(6-chloropurin-9-yl)oxolan-2-yl]methyl benzoateHCID 86749850—
SolventAmmonia methanolHCID 21705897—
Product(2S,3S,4R,5S)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diolHCID 44837467%

Reaction Steps

A solution of 9 (1.00 g) in DME/NH3 (50 ml) was heated at 80° C. in a steel bomb for 24 hours. After cooling, the solvent was evaporated and the solid obtained was stirred in NH3 /MeOH (100 ml) overnight. After the evaporation of the solvent, the residue was dissolved in water (50 ml), washed with CHCl3 (2×25 ml) and ether (2×25 ml). The water layer was evaporated and the residue crystallized from water to give pure 10 (0.30 g, 67%) as white crystals: m.p. 225° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559101
Source datasetuspto-grants-1996_09
ORD IDord-e2a5092893a747d8a148475980ac4abc
Source noteuspto-grants-1996_09