HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-{3-[(1R,2R)-2-Carboxy-2-hydroxy-1-(2-trifluoromethyl-benzyl)-ethylcarbamoyl]-propyl}-benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-{3-[(1R,2R)-2-Ethoxycarbonyl-2-hydroxy-1-(2-trifluoromethyl-benzyl)-ethylcarbamoyl]-propyl}-benzoic acid | HCID 71073603 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-{3-[(1R,2R)-2-Carboxy-2-hydroxy-1-(2-trifluoromethyl-benzyl)-ethylcarbamoyl]-propyl}-benzoic Acid | HCID 71073627 | 100% |
Reaction Steps
2-{3-[(1R,2R)-2-Ethoxycarbonyl-2-hydroxy-1-(2-trifluoromethyl-benzyl)-ethylcarbamoyl]-propyl}-benzoic acid was combined with THF (5 mL) and 10 M aqueous NaOH (96 μL, 4.0 eq.). The reaction was stirred for 4 hours. Upon completion of the reaction was completed, AcOH (1.5 mL) was added and the product was purified by preparative HPLC to yield the title compound (10 mg, 100% purity). MS m/z [M+H]+ calc'd for C22H22F3NO6, 454.14. found 454.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686184B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-e08f6dff499540f6811b6b4a14f65f25 |
| Source note | uspto-grants-2014_04 |