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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989873Generated: October 30, 2026

Ethyl Acetate → HCID 23388045, compound

https://huagongshe.com/reaction/989873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantIodomethyl pivalateHCID 104401—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 23698547HCID 23698547—
SolventDimethylformamideHCID 6228—
ProductHCID 23388045HCID 23388045—

Reaction Steps

Sodium(1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(7-propionylimidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate (75.8 mg) was dissolved in 7 ml of DMF. Sodium hydrogencarbonate (4.9 mg) and 0.038 ml of pivaloyloxymethyl iodide were added to the solution in an argon atmosphere at −30° C. The mixture was stirred for 1.5 hr. Ethyl acetate (50 ml) was added to the reaction solution. The mixture was washed three times with 30 ml of semisaturated brine. The organic layer was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated to 5 ml under the reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane:methanol=30:1) to give 62.3 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458780B1
Source datasetuspto-grants-2002_10
ORD IDord-6cdaae1812b74295a5e1f08a717158e9
Source noteuspto-grants-2002_10