Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419486Generated: 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/1419486

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 numberUS05886167
Source datasetuspto-grants-1999_03
ORD IDord-012005f12e424b6e964c1cd53254ad3f
Source noteuspto-grants-1999_03