HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexyl-N-(4-(ethoxycarbonylmethyl)phenyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | (RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexylpropanoic acid | HCID 19032804 | — |
| Reactant | Ethyl (4-aminophenyl)acetate--hydrogen chloride (1/1) | HCID 24192282 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexyl-N-(4-(ethoxycarbonylmethyl)phenyl)propanamide | HCID 19032835 | 38% |
Reaction Steps
The procedure described in Example 179 was repeated, except that (RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexylpropanoic acid (118.9 mg) and ethyl 4-aminophenylacetate hydrochloride (88.98 mg) were condensed in THF (3 ml) in the presence of triethylamine (135.67 mg) and pivaloyl chloride (66.33 mg), and then the resulting crude product was purified by column chromatography (silica gel 20 g, hexane/ethyl acetate=3/1) to obtain as a colorless oil (RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexyl-N-(4-(ethoxycarbonylmethyl)phenyl)propanamide (66.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650428 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-15c37210e5e0436da17f924afd22d571 |
| Source note | uspto-grants-1997_07 |