Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86598959 | HCID 86598959 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69103161 | HCID 69103161 | 85.4% |
Reaction Steps
To a solution of ethyl [4′-[2-[(tert-butoxycarbonyl)-[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]-3-cyclohexyloxy-4-biphenylyl]acetate (441 mg) in ethanol (4.4 ml) was added 1N sodium hydroxide (1.83 ml) at room temperature, and the mixture was stirred at the same temperature for 8 hours. To the resulting mixture was added 1N hydrochloric acid (1.83 ml), and ethanol was removed by evaporation under reduced pressure. To the aqueous mixture was added ethyl acetate and water. After separation, the organic layer was dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform/methanol=100:1 to 20:1) to give [4′-[2-[(tert-butoxycarbonyl)[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]-3-cyclohexyloxy-4-biphenylyl]-acetic acid (359 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07417060B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-041e30d1a95e49a1bbfe6f0c5ff5d850 |
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| Source note | uspto-grants-2008_08 |
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