HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Biphenyl-4-yl-(2S)-(5-bromo-2-hydroxy-benzoylamino)-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Bromosalicylic acid | HCID 6972 | — |
| Reactant | methyl (2S)-2-amino-3-(4-phenylphenyl)propanoate hydrochloride | HCID 45357110 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Biphenyl-4-yl-(2S)-(5-bromo-2-hydroxy-benzoylamino)-propionic acid methyl ester | HCID 69204773 | 27.5% |
Reaction Steps
3-Biphenyl-4-yl-2-(S)-(5-bromo-2-hydroxy-benzoylamino)-propionic acid methyl ester (425 mg) was prepared from 2-(S)-amino-3-biphenyl-4-yl-propionic acid methyl ester-hydrochloride (1.0 g, 3.4 mmol), and 5-bromo-2-hydroxy-benzoic acid (744 mg, 3.4 mmol) as described in general procedure A except for an adapted work-up. After reaction completion, the reaction mixture was poured onto 150 mL of 1N HCl and 150 mL of EtOAc. The organic layer was washed with 1N HCl, saturated sodium bicarbonate, dried over sodium sulfate and evaporated. The crude material was purified over silica gel (8:2, DCM-hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459472B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-39610d4f542f46129789fc9ff8b2b693 |
| Source note | uspto-grants-2008_12 |