Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | isopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrate | HCID 15463533 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 2762294 | HCID 2762294 | 86.9% |
Reaction Steps
In 10 ml of methanol was dissolved 0.5 g of isopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrate, followed by addition of 1.38 g of aqueous 3N sodium hydroxide solution, and the resulting mixture was washed at room temperature for 2 hours for the promotion of the hydrolysis reaction. After the termination of the reaction was confirmed, aqueous 1N hydrochloric acid solution was added to the resulting mixture to adjust the mixture to pH 3.0, followed by concentration under reduced pressure. The concentrate was diluted with ethyl acetate and water, followed by layer separation, and the resulting ethyl acetate layer was washed with saturated sodium chloride solution. Furthermore, the ethyl acetate layer was dried over anhydrous magnesium sulfate, filtered and concentrated, to obtain (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyric acid of 0.38 g in a yield of 86.9%. The NMR analysis is shown below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06063955 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-2605a33d9c6a48c988bbbd916532150c |
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| Source note | uspto-grants-2000_05 |
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