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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641152Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 178521062, compound

https://huagongshe.com/reaction/641152

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2,2-DimethoxypropaneHCID 6495—
ReactantHCID 66696639HCID 66696639—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 178521062HCID 178521062—

Reaction Steps

To a solution of (4S,2R,3R,5R)-2-hydroxymethyl-5-[6-(tetrahydrofuran-3-ylamino)-purin-9-yl]-tetrahydrofuran-3,4-diol, a compound of formula (2), (2.0 g, 6.0 mmol) and 2,2-dimethoxypropane (1.2 g, 11.8 mmol) in dimethylformamide (20 mL) was added p-toluenesulfonic acid (50 mg, 0.26 mmol) at 70° C. After 48 hours at 70° C., the reaction was concentrated in vacuum to afford a solid. The solid was dissolved in methanol (3 mL), then triturated with ethyl ether (50 mL), to afford (4S,2R,3R,5R)-2-hydroxymethyl-5-[6-(tetrahydrofuran-3-ylamino)-purin-9-yl]-tetrahydrofuran-3,4-diol acetonide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696181B2
Source datasetuspto-grants-2010_04
ORD IDord-4d2629d489bf483f91959652ffcd9d5c
Source noteuspto-grants-2010_04