HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isatoic Anhydride → (S)-(2-amino-benzoylamino)-phenyl-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isatoic Anhydride | HCID 8359 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-(+)-2-Phenylglycine methyl ester hydrochloride | HCID 11217910 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-(2-amino-benzoylamino)-phenyl-acetic acid methyl ester | HCID 68727988 | 76% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377949B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-7f0bddedd0c845c9be728cd5e0743626 |
| Source note | uspto-grants-2013_02 |