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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799743Generated: November 1, 2026

Ethyl Acetate → HCID 68601674, compound

https://huagongshe.com/reaction/1799743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium (1r,5s,6s)-6-((1r)-1-hydroxyethyl)-2-[[(z)-2-(4-hydroxymethyl-thiazol-5-yl)ethen-1-yl]thio]-1-methyl-1-carbapen-2-em-3-carboxylateHCID 23676797—
ReactantHCID 66648650HCID 66648650—
SolventDimethyl SulfoxideHCID 679—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 68601674HCID 6860167466.7%

Reaction Steps

Sodium (1R,5S,6S)-6-((1R)-1-hydroxyethyl)-2-[[(Z)-2-(4-hydroxymethylthiazol-5-yl)ethen-1-yl]thio]-1-methyl-1-carbapen-2-em-3-carboxylate (300 mg) was added to 5 ml of a solution of 183 mg of (cis-2,6-dimethylpiperidin-1-yl)carbonyloxymethyl chloride in DMSO, and the mixture was stirred at room temperature for 18 hr. Ethyl acetate (20 ml) and 20 ml of 20% brine were added thereto, followed by separation. The organic layer was washed twice with 20% brine, was dried over anhydrous magnesium sulfate, and was filtered, and ethyl acetate was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate:methanol=15:1) to give 273 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344154B2
Source datasetuspto-grants-2013_01
ORD IDord-4f5da134f94d494696b7bf726a0084b4
Source noteuspto-grants-2013_01