HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (RS)-2-(4-bromobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-4-phenylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | (RS)-2-(4-bromobenzenesulfonylamino)-4-phenylbutanoic acid | HCID 19032790 | — |
| Reactant | Ethyl (4-aminophenyl)acetate--hydrogen chloride (1/1) | HCID 24192282 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (RS)-2-(4-bromobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-4-phenylbutanamide | HCID 19032724 | 27% |
Reaction Steps
The procedure described in Example 179 was repeated, except that (RS)-2-(4-bromobenzenesulfonylamino)-4-phenylbutanoic acid (310.3 mg) and ethyl 4-aminophenylacetate hydrochloride (201.6 mg) were condensed in THF (5 ml) in the presence of triethylamine (421.2 μl) and pivaloyl chloride (153.6 μl), and then the resulting crude product was purified by column chromatography (silica gel 50 g, hexane/ethyl acetate=3/1) to obtain (RS)-2-(4-bromobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-4-phenylbutanamide (117.6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650428 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-ae3e1e954da5464c862e7682de6790ab |
| Source note | uspto-grants-1997_07 |