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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 776Generated: October 23, 2026

N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-ethoxymethylbenzylamide → alpha-L-aspartyl-D-valine (R)-alpha-ethoxymethylbenzylamide

https://huagongshe.com/en/reaction/776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-ethoxymethylbenzylamideHCID 54314208—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Productalpha-L-aspartyl-D-valine (R)-alpha-ethoxymethylbenzylamideHCID 5421338550.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of 1.20 g (1.99 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-ethoxymethylbenzylamide in 50 ml of methanol and 10 ml of water was added 0.30 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen under heat at 40°C., 40 ml of water was added thereto, the catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to 5 ml. The crystal thus precipitated was removed by filtration and dried to obtain 0.38 g (1.00 mmol, 50.3%) of α-L-aspartyl-D-valine (R)-α-ethoxymethylbenzylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723165
Source datasetuspto-grants-1998_03
ORD IDord-29bd294101a04d54b49813c6be393808
Source noteuspto-grants-1998_03