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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419484Generated: October 30, 2026

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

https://huagongshe.com/reaction/1419484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantDiazomethaneHCID 9550—
ReactantGlyTouCan:G86674LVHCID 15858348—
Reactant5-amino-1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)imidazole-4-carboxylic acidHCID 54170765—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 5395475175%

Reaction Steps

Compound (35) (93 mg) obtained in item (3) above was dissolved in tetrahydrofuran (4.5 ml), to which was then added N,N-dimethylchloroforminium chloride (135 mg) under ice-cooling. The resulting mixture was allowed to undergo the reaction for 30 minutes. The reaction solution containing compound (36) thus produced was then added to a 0.2M diazomethane solution (30 ml) in diethylether and the reaction was maintained at room temperature for 1 hour. The reaction solution so obtained was filtered and the filtrate was concentrated to give the titled compound (37) (83 mg) as a syrup. Yield: 75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05886167
Source datasetuspto-grants-1999_03
ORD IDord-62f315541dc94845b823b78465cb5c68
Source noteuspto-grants-1999_03