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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032228Generated: October 30, 2026

Ethyl Acetate → HCID 131716560, compound

https://huagongshe.com/reaction/1032228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantIodomethyl pivalateHCID 104401—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
ReactantHCID 131716544HCID 131716544—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 131716560HCID 13171656047.4%

Reaction Steps

In 80 ml of acetone was suspended 16.9 g of 7-amino-3-[(2-methoxymethyl-5-methyl-s-triazolo[1,5-a]pyrimidin-7yl)thiomethyl]-3-cephem-4-carboxylic acid and ice-cooled, and then 5.98 ml of 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU) was added dropwise to the solution and the mixture was stirred for 30 minutes. After 9.68 g of pivaloyloxymethyl iodide was added dropwise to the mixture, the mixture was stirred at room temperature for 20 minutes. After the reaction mixture was poured into a mixed solution of 280 ml of ethyl acetate and 200 ml of water and stirred, an organic layer was separated therefrom, washed with water, further washed with a saturated saline solution and dried over anhydrous magnesium sulfate. By removing a solvent, an oily product was obtained. This oily product was purified through silica gel column chromatography. To the oily product obtained was added ether to powderize, and it was collected by filtration and dried to obtain 10.17 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04956462
Source datasetuspto-grants-1990_09
ORD IDord-b93fe695a5c649cdb2d9720beaf6cbaf
Source noteuspto-grants-1990_09