L-Phenylalanine, methyl ester → N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

HRID 1198097Notes

Reaction equation

HRID 1198097 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:17]([OH:19])=O)[CH2:13][C:14]([OH:16])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][O:21][C:22](=[O:32])[C@H:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH2:24]>>[CH3:20][O:21][C:22](=[O:32])[C@H:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:24][C:17](=[O:19])[C@H:12]([CH2:13][C:14](=[O:15])[OH:16])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10]

Participants

3

Reactant 2

HCID 736234L-Phenylalanine, methyl esterHCID 2723942N-(Benzyloxycarbonyl)aspartic acid

Product 1

HCID 10159630N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

Procedure

condensing the N-benzyloxycarbonyl-L-aspartic acid with the L-phenylalanine methyl ester through the action of the papain at a temperature of between 25° C. and 49° C to yield N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester; and

Sources & evidence

ORD record
ord-068d955b7d974649b222f44b08f1cac5
Source dataset
uspto-grants-1994_01
Patent number
US05279946

Reaction notes

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