Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58288422 | HCID 58288422 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58288237 | HCID 58288237 | — |
Reaction Steps
300 mg (0.633 mmol) of ethyl 3-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-fluorophenyl)-2-methylpropanoate (diastereomer mixture) were dissolved in a mixture of in each case 1.0 ml of methanol, THF and water, and 265.5 mg (6.33 mmol) of lithium hydroxide were added at 0° C. The mixture was stirred initially at 0° C. for 1 h and then at RT for 1 h. The solution was then diluted with water and acidified with 1 N hydrochloric acid (pH about 2). The aqueous phase was extracted three times with diethyl ether and once with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. This gave 294 mg (99.7% of theory) of the title compound as a mixture of four diastereomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018414B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-7c872505ba4f48bc9f9d4639cfb0e419 |
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| Source note | uspto-grants-2015_04 |
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