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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 774Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamideHCID 53886295—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Productalpha-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamideHCID 1179321770.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of 6.20 g (10.5 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide in 200 ml of methanol and 50 ml of water was added 1.50 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen under heat at 40° C. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to 15 ml. The crystal thus precipitated was removed by filtration and dried to obtain 2.69 g (7.36 mmols, 70.0% ) of α-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723165
Source datasetuspto-grants-1998_03
ORD IDord-1b033c485fa54b2cb55a6e97a581a99c
Source noteuspto-grants-1998_03