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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108117Generated: November 1, 2026

Sodium Hydroxide → HCID 2762294, compound

https://huagongshe.com/reaction/1108117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantisopropyl (2S, 3S)-3-(N-Boc)amino-4-phenyl-2-hydroxybutyrateHCID 15463533—
SolventMethanolHCID 887—
ProductHCID 2762294HCID 276229486.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063955
Source datasetuspto-grants-2000_05
ORD IDord-2605a33d9c6a48c988bbbd916532150c
Source noteuspto-grants-2000_05