HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108116Generated: October 31, 2026
Hydrochloric Acid → isopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrate
https://huagongshe.com/reaction/1108116
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Aluminum isopropoxide | HCID 11143 | — |
| Reactant | isopropyl (3S)-3-(N-Boc)amino-4-phenyl-2-oxobutyrate | HCID 15463532 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | isopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrate | HCID 15463533 | 94.5% |
Reaction Steps
In 10 ml of isopropanol was dissolved 1.0 g of isopropyl (3S)-3-(N-Boc)amino-4-phenyl-2-oxobutyrate, followed by addition of 0.7 g of aluminium isopropoxide, and heating under reflux for 4 hours. After the termination of the reaction was confirmed, an aqueous 1N hydrochloric acid solution was added to the resulting mixture, to adjust the mixture to pH 3.0, and the resulting mixture was concentrated under reduced pressure. The concentrate was diluted with ethyl acetate and water, followed by layer separation, and the resulting aqueous layer was extracted in ethyl acetate. The extract solution was washed in water and saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, followed by filtration and concentration, to obtain 0.95 g of isopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrate in a yield of 94.5%. The results of the HPLC analysis thereof are shown below. HPLC analysis conditions
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-2431a114408148e7a31cd0d3f9706ac6 |
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| Source note | uspto-grants-2000_05 |
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