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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852050Generated: November 1, 2026

(2R)-2-azido-N-benzyl-3-hydroxypropanamide → (2R)-2-Amino-3-hydroxy-N-(phenylmethyl)propanamide

https://huagongshe.com/reaction/1852050

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-2-azido-N-benzyl-3-hydroxypropanamideHCID 56640203—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(2R)-2-Amino-3-hydroxy-N-(phenylmethyl)propanamideHCID 10655432—

Reaction Conditions

Temperature27.5 °C

Reaction Steps

In an autoclave charged (2R)-2-azido-N-benzyl-3-hydroxypropanamide (68.0 gms) in ethyl acetate (680 ml). Charged catalyst 5% Pd-C (6.85 gms) and closed the autoclave. Applied 3.8 kg Hydrogen pressure maintaining temperature at 25-30° C. and maintained the reaction mixture at 25-30° C. for 1.0 hour. After completion of the reaction, released Hydrogen pressure and flushed the autoclave with Nitrogen gas. Filtered the reaction mass through hyflo bed and washed hyflo bed with ethyl acetate. Concentrated filtrate under reduced pressure at 30-35° C. till two volumes of ethyl acetate remains in the reaction mixture. Removed vacuum and cooled the reaction mass to 0-5° C. and maintained for 2.0 hours. The reaction mass was filtered and washed with cold ethyl acetate (2×40 ml). Dried the product (2R)-2-amino-N-benzyl-3-hydroxypropanamide under vacuum at 25-30° C. till constant weight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957252B2
Source datasetuspto-grants-2015_02
ORD IDord-086fcebc55394129afee68dbab3c5fc5
Source noteuspto-grants-2015_02