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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965376Generated: October 30, 2026

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

https://huagongshe.com/reaction/965376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-ribofuranosyl)-5-(dimethylaminomethyleneamino)imidazole-4-carbonyl chlorideHCID 54164098—
Product1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-ribofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazoleHCID 53954749—

Reaction Steps

In step 13, compound (19) is reacted with diazomethane at room temperature without being separated from the reaction solution, so that the 4-chlorocarbonyl group of compound (19) is converted into diazoacetyl group, affording 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazole [compound (20)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773607
Source datasetuspto-grants-1998_06
ORD IDord-2462913cc2c945748955a9820698d02f
Source noteuspto-grants-1998_06