HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl isocyanate → N-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | N-[3(S)-[[L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester | HCID 70041604 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester | HCID 70043448 | 48% |
Reaction Steps
A solution of 0.28 g of N-[3(S)-[[L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester, and 0.083 g of benzyl isocyanate in 5 ml of dichloromethane was stirred at 20° C. for 2 hours. The solvent was then removed by evaporation and the residue was triturated with diethyl ether to give 0.174 g of N-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester as a white solid; MS: m/e 582 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05620987 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-b632aacf4b37483ea226daf1a1fcb910 |
| Source note | uspto-grants-1997_04 |