HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → L-norleucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-Prolyl] benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | L-norleucine N-benzylamide | HCID 10421025 | — |
| Reactant | 1-(2-adamantan-1-yl-2-oxoethyl) L-proline | HCID 54229701 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | L-norleucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-Prolyl] benzylamide | HCID 67619425 | 80.3% |
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-norleucine N-benzylamide (234 mg, 1.07 mmol, 2.0 eq) and dichloromethane (1.0 mL), was treated with triethylamine (446 uL, 3.2 mmol, 6.0 eq), and a 50% solution of 1-n-propylphosphonic acid cyclic anhydride in dichloromethane (680 uL, 1.07 mL, 2.0 eq), to provide 210 mg (80%) of L-norleucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-Prolyl] benzylamide as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686424 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-dca0a6308ca8484484083fb3260f0ff7 |
| Source note | uspto-grants-1997_11 |