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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981724Generated: November 1, 2026

Acetic Anhydride → [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate

https://huagongshe.com/reaction/981724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxypurin-9-yl)oxolane-3,4-diolHCID 178521066—
CatalystSodium AcetateHCID 517045—
SolventEthyl AcetateHCID 8857—
Product[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methyl acetateHCID 178476357181.6%

Reaction Conditions

Temperature45 °C

Reaction Steps

A suspension of 0.367 Kg (1.36 moles) of Inosine, 0.52 Kg (5.51 moles) of acetic anhydride and 5.6 g (0.068 mole) of sodium acetate is heated between 90° C. and 140° C. for about 4 hours. At the end of the reaction, the solids are dissolved. The reaction mixture is then cooled to about 45° C. and 0.75 L of ethyl acetate are added. The resulting suspension is stirred for about 1 hour at room temperature. The solid is filtered, washed with ethyl acetate and dried under reduced pressure at about 60° C. to afford 0.487 Kg of crude product. The crude product is used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04992535
Source datasetuspto-grants-1991_02
ORD IDord-9a1cabff512a402294ab0a476dbdb24c
Source noteuspto-grants-1991_02