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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483669Generated: October 25, 2026

L-Phenylalanine → L-Aspartyl-L-phenylalanine

https://huagongshe.com/reaction/483669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-PhenylalanineHCID 6140—
ReactantL-Phenylalanine, methyl esterHCID 736234—
ReactantN-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamideHCID 11298025—
Reactant(3S)-3-Aminodihydro-2,5-furandioneHCID 11469168—
SolventAcetic AcidHCID 176—
ProductL-Aspartyl-L-phenylalanineHCID 93078—

Reaction Steps

In known methods for producing α-AMP, an N-protected-L-aspartic anhydride is reacted with L-phenylalanine methyl ester in an organic solvent, and then the protecting group is eliminated by a conventional method (U.S. Pat. No. 3,786,039); and addition salt of L-aspartic anhydride with a strong acid is directly reacted with L-phenylalanine methyl ester (Japanese Patent Publication No. 14,217/74); or L-phenylalanine is reacted with N-formyl-L-aspartic anhydride in glacial acetic acid, and the formyl group is eliminated from the product to give α-L-aspartyl-L-phenylalanine (hereinafter referred to as α-AP), which is then esterified with methanol (U.S. Pat. No. 3,933,781).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05225587
Source datasetuspto-grants-1993_07
ORD IDord-e7bb6247805f4ae2b3c50dee4fe9f06e
Source noteuspto-grants-1993_07