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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26323Generated: October 23, 2026

Chloromethyl pivalate → 3-[(Acetyloxy)methyl]-7-[[2-carboethoxy-2-(1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid pivaloyloxymethyl ester

https://huagongshe.com/en/reaction/26323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl pivalateHCID 87885—
ReactantSodiumHCID 5360545—
Reactant3-[(Acetyloxy)methyl]-7-[[2-carboethoxy-2-(1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acidHCID 70605038—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-[(Acetyloxy)methyl]-7-[[2-carboethoxy-2-(1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid pivaloyloxymethyl esterHCID 70606335—

Reaction Steps

The sodium salt of 3-[(acetyloxy)methyl]-7-[[2-carboethoxy-2-(1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (3 grams) was added to about 40 ml of dry dimethylformamide (DMF) and stirred for about 30 minutes. Then 4.0 ml of chloromethyl pivalate in 5 ml of DMF was added. The mixture was stirred for about 4 hours at room temperature. This mixture is diluted with ethyl acetate and thoroughly washed with water. The ethyl acetate portion is dried over sodium sulfate, filtered and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04148998
Source datasetuspto-grants-1979_04
ORD IDord-49c37863b813497b83c0e60b15465c02
Source noteuspto-grants-1979_04