HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → L-beta-phenylalanine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | L-beta-phenylalanine N-benzylamide | HCID 28170426 | — |
| Reactant | 1-(2-adamantan-1-yl-2-oxoethyl) L-proline | HCID 54229701 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | L-beta-phenylalanine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide | HCID 131720279 | 81.9% |
Reaction Steps
Using the procedure described previously, a solution of 1-(2-adamantan-1-yl-2-oxoethyl) L-proline (154 mg, 0.53 mmol, 1.0 eq), L-β-phenylalanine N-benzylamide (286 mg, 1.06 mmol, 2.0 eq) and dichloromethane (1.5 mL), was treated with triethylamine (442 uL, 3.2 mmol, 6.0 eq), and a 50% solution of 1-n-propylphosphonic acid cyclic anhydride in dichloromethane (673 uL, 2.0 eq), to provide 229 mg (81%) of L-β-phenylalanine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686424 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-638c1a375a264ed8b4a674a3fb059e05 |
| Source note | uspto-grants-1997_11 |