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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925141Generated: October 30, 2026

4-Methylmorpholine → HCID 57389439, compound

https://huagongshe.com/reaction/925141

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantIsobutyl chloroformateHCID 62365—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acidHCID 57389355—
SolventDichloromethaneHCID 6344—
ProductHCID 57389439HCID 5738943959.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

201 mg of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid was dissolved in dehydrated dichloromethane (3.6 mL), and 162 mg of N-methylmorpholin was added, followed by cooling to 0° C. 198.8 mg of isobutyl chloroformate was added to the mixture, followed by stirring for 10 minutes, and subsequently 167 mg of N-hydroxysuccinimide was added, followed by further stifling for 0.5 hours. The reaction mixture was washed with water and dried over anhydrous magnesium sulfate, and the solvent was concentrated under reduced pressure. The resulting residue was applied to silica gel column chromatography (hexane/ethyl acetate=1/2) to afford 161 mg of the title compound as a colorless solid (yield 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284273B2
Source datasetuspto-grants-2016_03
ORD IDord-19cac8cf8ed64f8da68d137142338dbc
Source noteuspto-grants-2016_03