Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 10483156 | HCID 10483156 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 58717675 | HCID 58717675 | 96.5% |
Reaction Steps
2-(S)-[(3′-Chloro-4′-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-3-(3′-trifluoromethyl-biphenyl-4-yl)-propionic acid methyl ester (3.0 g, 5.2 mmol) was dissolved in 100 mL of THF-methanol (4-1), cooled to 0° C. and 20 mL 2N LiOH added. The reaction was stirred at 0° C. for 1 hour. Ethyl acetate (100 mL) and 1N HCl (100 mL) were added to the mixture and the organic washed with brine, dried and evaporated to give 2-(S)-[(3′-chloro-4′-fluoro-4-hydroxy-biphenyl-3-carbonyl)-amino]-3-(3′-trifluoromethyl-biphenyl-4-yl)-propionic acid (2.8 g). LC/MS (m/z): 558 [(M+1)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459472B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-a93986ca38e94cf288c6faf2445fdf25 |
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| Source note | uspto-grants-2008_12 |
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