HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 6-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 294479 | — |
| Edukt | methyl (2S)-2-aminohexanoate hydrochloride | HCID 14039065 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester | HCID 68727802 | 27% |
Reaktionsschritte
To a mixture of 5-methoxy-isatoic anhydride (1.0 g, 5.18 mmol) and (S)-2-amino-hexanoic acid methyl ester hydrochloride (1.4 g, 7.71 mmol) (prepared according to example A) in DMF (10 mL) is added triethylamine (2.0 mL, 11.48 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the residue is purified by flash chromatography with 60% EtOAc in Hexane as the eluent to afford (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester (410 mg, 27%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08377949B2 |
| Quelldatensatz | uspto-grants-2013_02 |
| ORD ID | ord-b0d3c116923244c6922301272b5d72f6 |
| Quellennotiz | uspto-grants-2013_02 |