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

HRID 868371Notes

Reaction equation

HRID 868371 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.CO>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

5

Reactant 3

HCID 887MethanolHCID 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 962WaterSolvent2×

Procedure

In the process of the present invention, N-formyl-L-aspartic acid anhydride is condensated with L-phenylalanine in water or water containing methanol at a pH in the range of 7-12 to form N-formyl-α-L-aspartyl-L-phenylalanine.

Sources & evidence

ORD record
ord-7c7477ec67fb49ad85c779572663cfd7
Source dataset
uspto-grants-1988_10
Patent number
US04778916

Reaction notes

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