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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419485Generated: November 1, 2026

Hydrochloric Acid → 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazole

https://huagongshe.com/reaction/1419485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantmethyl 2-deoxy-2-fluoro-alpha-D-ribofuranosideHCID 15736156—
Reactant1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 53954751—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 5387172975%

Reaction Steps

Compound (37) (80 mg) obtained in item (4) above was dissolved in dichloromethane (4 ml), to which was added at 5° C. a 1.25M hydrogen chloride solution (0.2 ml) in diethylether and the mixture obtained was allowed to undergo the reaction at that temperature overnight. The resulting reaction solution was washed with water, and the organic layer was dried over anhydrous sodium sulfate and then concentrated to give the titled compound (38) (61 mg) as a syrup. Yield: 75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05886167
Source datasetuspto-grants-1999_03
ORD IDord-d58d28033bc943369db5903d25deecb6
Source noteuspto-grants-1999_03