N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine → N-formyl-L-beta-aspartyl-L-phenylalanine

HRID 414137Notes

Reaction equation

HRID 414137 reaction equation
C(N[C@H]([C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1C=CC=CC=1)=[O:10])CC(=O)O)=O.[OH2:23].[Na+].[NH2:25][C@H:26]([C:34]([O-:36])=[O:35])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]([NH:25][C@H:26]([C:34]([OH:36])=[O:35])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:23])=[O:10]

Participants

3

Reactant 2

HCID 92472N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine2×HCID 70475747L-phenylalanine sodium salt monohydrate

Product 1

HCID 13922706N-formyl-L-beta-aspartyl-L-phenylalanineYield 30%

Procedure

Thereafter, the N-formyl-L-α-aspartyl-L-phenylalanine (hereinafter simply referred to as For-α-AP) in the reaction mixture was quantitatively analyzed by HPLC (High performance Liquid Chromatography), to find that it had been formed in a Yield of 68.2% based on the L-phenylalanine sodium salt monohydrate. In addition, 30.0% of N-formyl-L-β-aspartyl-L-phenylalanine (For-β-AP), etc. had been by-produced.

Workup

  1. customhad been formed in a Yield of 68.2%

Sources & evidence

ORD record
ord-598e5901c8a4475bab833318228f96e5
Source dataset
uspto-grants-1988_12
Patent number
US04789758

Reaction notes

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