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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868712Generated: October 26, 2026

L-Phenylalanine → N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine

https://huagongshe.com/reaction/868712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-PhenylalanineHCID 6140—
ReactantN-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamideHCID 11298025—
Reactant5-Benzyl-3,6-dioxo-2-piperazine acetic acid methyl esterHCID 13883773—
ProductN-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanineHCID 92472—

Reaction Steps

5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester can be prepared by condensating N-formyl-L-aspartic acid anhydride with L-phenylalanine to form N-formyl-α-L-aspartyl-L-phenylalanine, de-formylating and diesterifying the N-formyl-α-L-aspartyl-L-phenylalanine in methanol in the presence of an acid to produce α-L-aspartyl-L-phenylalanine dimethyl ester, and treating said diester, for example, in a mixed solvent of water and methanol under neutral or weakly alkaline conditions;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04780561
Source datasetuspto-grants-1988_10
ORD IDord-e92b752d32164dcaa3f159629164949c
Source noteuspto-grants-1988_10