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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388458Generated: October 29, 2026

Isatoic Anhydride → (S)-(2-amino-benzoylamino)-phenyl-acetic acid methyl ester

https://huagongshe.com/reaction/388458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatoic AnhydrideHCID 8359—
ReactantTriethylamineHCID 8471—
Reactant(S)-(+)-2-Phenylglycine methyl ester hydrochlorideHCID 11217910—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(S)-(2-amino-benzoylamino)-phenyl-acetic acid methyl esterHCID 6872798876%

Reaction Steps

To a mixture of isatoic anhydride (250 mg, 1.53 mmol) and (S)-2-phenylglycine methyl ester hydrochloride (370 mg, 1.84 mmol) in DMF (5.0 mL) is added triethylamine (0.29 mL, 2.07 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and is washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate and concentrated to afford (S)-(2-amino-benzoylamino)-phenyl-acetic acid methyl ester (330 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-7f0bddedd0c845c9be728cd5e0743626
Source noteuspto-grants-2013_02