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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074014Generated: October 30, 2026

Ethyl Acetate → HCID 14858876, compound

https://huagongshe.com/reaction/1074014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 54038054HCID 54038054—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 14858876HCID 1485887676.9%

Reaction Steps

N-benzenesulfonyl-γbenzyl-L-glutamyl-L-proline benzylester (2.61 g, 4.6 mmole) was dissolved in methanol (40 ml), and water (5 ml) suspension of sodium bicarbonate (0.84 g, 10 mmole) was added thereto. Hydrogen gas was passed through the solution in the presence of 5% palladium-carbon as a catalyst for 4 hours. The catalyst was removed by filtration, and the solvent was distilled off under reduced pressure, and the residue thus obtained was dissolved in water (30 ml). The mixture was washed with two 30 ml portions of diethyl ether, to the water layer 1N aqueous hydrochloric acid (15 ml) was added, and the solution thus obtained was concentrated under reduced pressure. The white residue thus obtained was dispersed in a mixture (100 ml) of ethyl acetate and methanol (1:1), and the mixture was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain white solid. It was recrystallized from methanol, ethyl acetate and petroleum ether to obtain N-benzenesulfonyl-L-glutamyl-L-proline (yield: 1.36 g, 76.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971993
Source datasetuspto-grants-1990_11
ORD IDord-b12cc302cd2341b3a91e9728a9cfd7f2
Source noteuspto-grants-1990_11