HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzylpiperazine → HCID 31765710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzylpiperazine | HCID 75994 | — |
| Reactant | L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- | HCID 77857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 31765710 | HCID 31765710 | 91.4% |
Reaction Steps
(S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid (3 g, 11.3 mmol) was dissolved in DMF (100 mL), and PyBOP (5.9 g, 11.3 mmol) and Hünig's base (3.36 g, 25.99 mmol) were added, followed by 1-benzyl-piperazine (2 g, 11.3 mmol). Stirring at rt was continued for 8 h, followed by the addition of EtOAc (400 mL). The mixture was washed with 1 N aq. HCl (300 mL), sat. aq. sodium hydrogencarbonate solution (300 mL) and brine (300 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 4.375 g (91%) of [(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester. LC-MS: tR=0.80 min; [M+H]+=424.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067419B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-9a6baced994c4572916a231f70892208 |
| Source note | uspto-grants-2011_11 |