HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Ethyl 2-amino-3-(3-(benzyloxy)phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ethyl 3-(3-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate | HCID 71208957 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-amino-3-(3-(benzyloxy)phenyl)propanoate | HCID 4014929 | 86% |
Reaction Steps
159 (850 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 to afford 160 as a white solid (540 mg, 86%). 1H NMR (DMSO): δ 1.26 (t, 3H, J=6.5 Hz), 1.89 (s, 2H), 2.89 (dd, 1H, J=13.1, 6.1 Hz), 2.97 (dd, 1H, J=13.1, 6.1 Hz), 3.68 (t, 1H, J=6.1 Hz), 4.16 (q, 2H, J=6.5 Hz), 5.21 (s, 2H), 6.90 (d, 1H, J=7.6 Hz), 6.99 (s, 2H), 7.32 (t, 1H, J=7.8 Hz), 7.47 (m, 1H), 7.53 (t, 2H, J=7.0 Hz), 7.58 (d, 2H, J=7.6 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802666B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-e1598b864e9c4579a179f3e9d86d2807 |
| Source note | uspto-grants-2014_08 |