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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965388Generated: October 27, 2026

Sodium Azide → 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-ribofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino)imidazole

https://huagongshe.com/reaction/965388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-ribofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 53871728—
SolventDimethylformamideHCID 6228—
Product1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-ribofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 5427830885.1%

Reaction Steps

The compound (21) (177 mg) obtained in item (10) above was dissolved in N,N-dimethylformamide (3.5 ml), to which sodium azide (80 mg) was added, and the resulting mixture was stirred at room temperature for 2 hours. The reaction solution as formed was concentrated and the residue thus obtained was extracted with chloroform. The solution in chloroform was washed with water, dried over anhydrous sodium sulfate and concentrated to yield the titled compound (22) (153 mg) as a syrup. Yield: 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773607
Source datasetuspto-grants-1998_06
ORD IDord-480405b651db4695b26fa40d16652604
Source noteuspto-grants-1998_06