Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Reactant | HCID 22873003 | HCID 22873003 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22879062 | HCID 22879062 | 42% |
Reaction Steps
In a round bottom flask were added 1-[2-(S)-amino-4-methylpentyl]-L-proline 4-phenylbutylamide (20 mg), triethylamine (20 uL) and anhydrous dichloromethane (1 mL). 1-Adamantylcarbonyl chloride (17 mg) was added, and the reaction was stirred at 22° C. for 12 hours. The reaction mixture was washed with said aq NaHCO3, said aq NaCl, dried (MgSO4) and evaporated under reduced pressure. The crude reaction was chromatographed with acidic silica to provide 12 mg (42%) of the title compound. The 1H NMR and Mass spectrum analysis of this compound was consistent with the structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05686469 |
|---|
| Source dataset | uspto-grants-1997_11 |
|---|
| ORD ID | ord-87bd0affff76434d8d74e9553ea37359 |
|---|
| Source note | uspto-grants-1997_11 |
|---|