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

HRID 845869Notes

Reaction equation

HRID 845869 reaction equation
[CH:1]([NH:3][C@@H:4]1[C:9](=[O:10])[O:8][C:6](=[O:7])[CH2:5]1)=[O:2].[NH2:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[CH:1]([NH:3][C@H:4]([C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH2:5][C:6](=[O:7])[OH:8])=[O:2]

Participants

4

Reactant 2

HCID 6140L-PhenylalanineHCID 11298025N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide

Product 1

HCID 92472N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

reacting the formyl-L-aspartic anhydride of formula (II) with the L-phenylalanine in the presence of water at a pH 9-13 and at a temperature of from about -5° C. to 5° C., to produce a formyl-L-aspartyl-L-phenylalanine;

Sources & evidence

ORD record
ord-b4efef8d90664cd6a4c2096cd86e5387
Source dataset
uspto-grants-1988_07
Patent number
US04760164

Reaction notes

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