Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582481Generated: November 1, 2026

Dimethylformamide → HCID 57013107, compound

https://huagongshe.com/reaction/582481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AzideHCID 33557—
ReactantHCID 21310371HCID 21310371—
SolventEthyl AcetateHCID 8857—
ProductHCID 57013107HCID 5701310799.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of (3R,5S)-3-(4-chlorobenzenesulfonyl)oxymethyl-4-oxa-1-azabicyclo [3,2,0] heptan-7-one (400 mg, 1.26 mmol), sodium azide (212 mg, 3.8 mmol) and DMF (5 ml) was stirred at 65° C. for 2 hrs. The resulting mixture was diluted with ethyl acetate, washed with water, brine, and dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography using hexane-ethyl acetate (2:1) as eluent and 210 mg of (3S,5S)-3-azidomethyl-4-oxa-1-azabicyclo [3,2,0] heptan-7-one was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925633
Source datasetuspto-grants-1999_07
ORD IDord-c2a163a56eaa4dabb52a4f14d56c4d75
Source noteuspto-grants-1999_07