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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAluminum isopropoxideHCID 11143—
Reactantisopropyl (3S)-3-(N-Boc)amino-4-phenyl-2-oxobutyrateHCID 15463532—
SolventIsopropanolHCID 3776—
Productisopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrateHCID 1546353394.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063955
Source datasetuspto-grants-2000_05
ORD IDord-2431a114408148e7a31cd0d3f9706ac6
Source noteuspto-grants-2000_05