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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 768Generated: October 23, 2026

Acetic Acid → alpha-L-aspartyl-D-threonine (S)-alpha-ethylbenzylamide

https://huagongshe.com/en/reaction/768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantN-benzyloxycarbonyl-beta-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-alpha-ethylbenzylamideHCID 54057312—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Productalpha-L-aspartyl-D-threonine (S)-alpha-ethylbenzylamideHCID 2288290357.5%

Reaction Steps

To a solution of 5.30 g (8.0 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-α-ethylbenzylamide in 150 ml of methanol were added 1.0 ml of acetic acid and 3.0 g of 5% Pd-carbon (water content 50%), and the mixture was reduced under hydrogen overnight at room temperature and then at 50° C. for 3 hours. The catalyst was removed by filtration, the resulting filtrate was concentrated under reduced pressure, and the residue was crystallized from water to obtain 1.60 g (4.6 mmols) of α-L-aspartyl-D-threonine (S)-α-ethylbenzylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723165
Source datasetuspto-grants-1998_03
ORD IDord-ec57be9eb3044d5884323695460dbccf
Source noteuspto-grants-1998_03