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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323535Generated: October 25, 2026

Penicillin G → Ethyl 3-amino-4-pentynoate

https://huagongshe.com/reaction/323535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPenicillin GHCID 5904—
ReactantEthyl phenylacetateHCID 7590—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-amino-4-pentynoate hydrochlorideHCID 22006120—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductEthyl 3-amino-4-pentynoateHCID 22006121—

Reaction Steps

In water(30 mL) were mixed ethyl 3-amino-4-pentynoate hydrochloride (258.3 mg, 1.5 mmoles), 30.6 mg (3.95 units) immobilized penicillin G amidohydrolase [Rohm-Pharma] and ethyl phenylacetate (205.7 mg, 1.25 mmoles). The initial pH (3.48) was adjusted to pH 6 with N NaOH (0.5 N) before addition of the ethyl phenylacetate. After 3 hours, an additional 0.9 mmole ethyl phenylacetate was added. This suspension was stirred vigorously at room temperature for six hours. Periodically, 1 mL samples were taken and diluted with acetonitrile and analyzed by reversed phase HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06214609B1
Source datasetuspto-grants-2001_04
ORD IDord-f21da0992b6146d5812b6063358e7f09
Source noteuspto-grants-2001_04