HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → L-leucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | N-Benzyl-L-leucinamide | HCID 13852403 | — |
| Reactant | 1-(2-adamantan-1-yl-2-oxoethyl) L-proline | HCID 54229701 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | L-leucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide | HCID 67634146 | 68% |
Reaction Steps
Using the procedure described previously, a solution of 1-(2-adamantan-1-yl-2-oxoethyl) L-proline (108 mg, 0.37 mmol, 1.0 eq), triethylamine (156 uL, 1.11 mmol, 3.0 eq), and THF (1.5 mL), was treated with isobutyl chloroformate (53 uL, 0.41 mL, 1.1 eq), then with L-leucine N-benzylamide (123 mg, 570 umol, 1.5 eq). Workup as before provided 124 mg (68%) of L-leucine, 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-92d04ce9b015449ca6621cc300a21d68 |
| Source note | uspto-grants-1997_11 |