HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Benzyl 2-amino-3-(3-(benzyloxy)phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzyl 3-(3-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate | HCID 22623796 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2-amino-3-(3-(benzyloxy)phenyl)propanoate | HCID 67257589 | 100.5% |
Reaction Steps
172 (610 mg) was dissolved in 4 ml of DCM and 4 ml of TFA was added then the reaction mixture was let 1 h at room temperature. The reaction mixture is concentrated and 50 ml of AcOEt are added. The organic phase are washed with saturated NaHCO3 and brine then dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography (AcOEt/Hexane 2/8) to afford 173 as white solid (480 mg, 85%). 1H NMR (DMSO): δ 2.90 (m, 2H), 3.73 (t, 1H, J=7.4 Hz), 5.19 (s, 4H), 6.70 (d, 1H, J=7.3 Hz), 6.74 (m, 2H), 6.97 (m, 1H), 7.17 (t, 1H, J=7.9 Hz), 7.41 (d, 2H, J=6.5 Hz), 7.48 (m, 2H), 9.37 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901295B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a717b8dd65da40cd9edf6121f5c0ba44 |
| Source note | uspto-grants-2014_12 |