HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → L-methionine, N-[1-(2-(biphenyl-4-yl)-2-oxoethyl)-L-prolyl] benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | L-methionine benzylamide | HCID 18658243 | — |
| Reactant | N-[2-(biphenyl-4-yl)-2-oxoethyl] L-proline | HCID 22878946 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | L-methionine, N-[1-(2-(biphenyl-4-yl)-2-oxoethyl)-L-prolyl] benzylamide | HCID 67621280 | 38.9% |
Reaction Steps
A solution of N-[2-(biphenyl-4-yl)-2-oxoethyl] L-proline (54 mg, 0.17 mmol, 1.0 eq), N-ethylmorpholine (133 uL, 1.04 mmol, 6 eq) in acetonitrile (0.5 mL) was cooled to 0° C. and treated with a 50% solution of 1-n-propylphosphonic acid cyclic anhydride in dichloromethane (180 uL, 0.27 mmol, 1.6 eq) followed by the L-methionine benzylamide (71.36 mg, 0.30 mmol, 1.7 eq). Purification by HPLC provided 35 mg (38%) of L-methionine, N-[1-(2-(biphenyl-4-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-56aba066313d4a7fb2864d09ce843778 |
| Source note | uspto-grants-1997_11 |