HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-{3-[(1R,2R)-2-Carboxy-1-(2-chlorobenzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-{3-[(1R,2R)-2-butoxycarbonyl-1-(2-chloro-benzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic acid | HCID 71073655 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-{3-[(1R,2R)-2-Carboxy-1-(2-chlorobenzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic Acid | HCID 71073576 | 99% |
Reaction Steps
2-{3-[(1R,2R)-2-Butoxycarbonyl-1-(2-chloro-benzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic acid (110 mg, 230 μmol, 1.0 eq.) was combined with THF (2.1 mL), and 1 M aqueous NaOH (480 μL, 2.0 eq.). The mixture was stirred at room temperature for 1 hour. Upon completion of the reaction was completed, AcOH (1 mL) was added and the product was purified by preparative HPLC. The clean fractions were combined and lyophilized to yield the title compound (95 mg, 99% purity). MS m/z [M+H]+ calc'd for C21H22ClNO6, 420.11. found 420.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686184B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-11ed2239850b4fdb98def45eac17ed8b |
| Source note | uspto-grants-2014_04 |