N-(Benzyloxycarbonyl)aspartylphenylalanine → L-Aspartyl-L-phenylalanine

HRID 1284840Notes

Reaction equation

HRID 1284840 reaction equation
C(OC([NH:11][C@H:12]([C:17]([NH:19][C@H:20]([C:28]([OH:30])=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])[CH2:13][C:14](=[O:16])[OH:15])=O)C1C=CC=CC=1>C1(C)C=CC=CC=1>[NH2:11][C@H:12]([C:17]([NH:19][C@H:20]([C:28]([OH:30])=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])[CH2:13][C:14](=[O:15])[OH:16]

Participants

3

Reactant 1

HCID 11090974N-(Benzyloxycarbonyl)aspartylphenylalanine

Product 1

HCID 93078L-Aspartyl-L-phenylalanine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The lower alkyl ester of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine as the starting compound is dissolved in toluene and, as the reaction of elimination proceeds, the lower alkyl ester of α-L-aspartyl-L-phenylalanine as the product formed in the organic phase is transferred into the aqueous phase.

Sources & evidence

ORD record
ord-4411de06eae04c01a2100ada3f95d22f
Source dataset
uspto-grants-1986_01
Patent number
US04564471

Reaction notes

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