HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Tetrachloride → N-(1-ethoxycarbonyl-3-p-chlorophenylpropyl)-L-alanyl-L-proline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Tetrachloride | HCID 5943 | — |
| Reactant | L-Alanyl-L-proline | HCID 83525 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Ethyl 4-(4-chlorophenyl)-2-oxobutanoate | HCID 13201328 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(1-ethoxycarbonyl-3-p-chlorophenylpropyl)-L-alanyl-L-proline | HCID 22822712 | — |
Reaction Steps
A solution of ethyl 4-p-chlorophenyl-2-oxobutyrate (prepared from the acid by esterification with ethanol in refluxing CCl4) and L-alanyl-L-proline in ethanol can be treated with excess NaBH3CN and stirred at room temperature until reaction is complete. The ethanol can then be removed under vacuum and the product absorbed on strong acid ion-exchange resin. By elution with 2% pyridine in water, one can obtain N-(1-ethoxycarbonyl-3-p-chlorophenylpropyl)-L-alanyl-L-proline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04374829 |
| Source dataset | uspto-grants-1983_02 |
| ORD ID | ord-53d186bb22004b6f9c11ed2cf8d04e01 |
| Source note | uspto-grants-1983_02 |