Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965394Generated: October 27, 2026

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

https://huagongshe.com/reaction/965394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactantmethyl 2-deoxy-2-fluoro-beta-D-ribofuranosideHCID 15736157—
Reactant1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 53871729—
SolventDimethylformamideHCID 6228—
Product1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino) imidazoleHCID 5427830992%

Reaction Steps

Compound (38) (60 mg) obtained in item (5) above was dissolved in N,N-dimethylformamide (1.2 ml), to which sodium azide (27 mg) was added and the mixture so obtained was stirred at room temperature for 2 hours. The resulting reaction solution was concentrated and the residue as formed was extracted with chloroform. The solution in chloroform thus formed was washed with water, dried over anhydrous sodium sulfate and then concentrated to afford the titled compound (39) (56 mg) as a syrup. Yield: 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773607
Source datasetuspto-grants-1998_06
ORD IDord-c589dc3b27124f8a9653dc4697b05579
Source noteuspto-grants-1998_06