Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- | HCID 85083 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | HCID 67269066 | HCID 67269066 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57999634 | HCID 57999634 | 94.3% |
Reaction Steps
A solution of propane phosphonic acid anhydride (T3P, 50% in DMF, 344 mg) was added to a stirred solution of (S)-2-amino-3-(biphenyl-4-yl)propanenitrile (100 mg), N-tert-butoxycarbonyl-(L)-proline (107 mg) and triethylamine (0.314 mL) in DMF (3 mL) at 20° C. The resulting solution was stirred at 20° C. for 1 hour. Water (15 mL) was added and the mixture extracted with ethyl acetate (3×5 mL). The organics were washed with saturated brine (5×5 mL), dried over sodium sulfate and evaporated to afford the subtitle compound (178 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07902181B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-89687299853b4348a78e6145143da6ae |
|---|
| Source note | uspto-grants-2011_03 |
|---|
