Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59729396 | HCID 59729396 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11613554 | HCID 11613554 | 88.4% |
Reaction Steps
To a mixture of (±)-3-{4-[2-cyclohexyl-1-(4′-trifluoromethyl-biphenyl-4-yl)-ethoxy]-benzoylamino}-propionic acid tert-butyl ester (Isomer 1) (0.0999, 0.168 mmol) in THF (1.7 mL) is added LiOH (1 N aqueous, 1.7 mL) and stirred at 70° C. overnight. The reaction mixture is acidified with 1N HCl (2.0 mL) and extracted with EtOAc (3×10 mL). Combined organic extracts are dried over MgSO4, filtered, and conc. to provide 3-{4-[2-cyclohexyl-1-(4′-trifluoromethyl-biphenyl-4-yl)-ethoxy]-benzoylamino}-propionic acid (Isomer 1) (0.0801 g, 88%) as a white solid. MS (ES): 540.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989457B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-ee29c76555bc4f0a9966b341a5ec0541 |
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| Source note | uspto-grants-2011_08 |
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