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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301680Generated: October 30, 2026

Water → HCID 10915235, compound

https://huagongshe.com/reaction/2301680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant[(2S,4R,5R)-4-acetyloxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methyl acetateHCID 178476341—
SolventDichloromethaneHCID 6344—
ProductHCID 10915235HCID 1091523589.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

32.7 g (97.2 mmols) of 2′,5′-di-O-acetyl-3′-deoxyinosine was suspended in 449 ml of methylene chloride in a 1-liter reactor, to which were added 30.1 ml (389 mmols) of dimethylformamide and 28.0 ml (389 mmols) of thionyl chloride, and reacted for about 7 hours while heating under reflux. The reaction mixture was cooled to 0° C., and then dropwise added to 500 ml of water that had been cooled at 0° C. to stop the reaction. The reaction mixture was separated into layers, and the organic layer was taken out, and washed with water, an aqueous saturated solution of sodium hydrogencarbonate and a saturated saline solution in that order. The solvent was evaporated, and 31.0 g of an oily product was obtained. This crude product was directly subjected to the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500946B1
Source datasetuspto-grants-2002_12
ORD IDord-37833eba26b1447eb1a44e4641e13976
Source noteuspto-grants-2002_12