Benzyloxycarbonyl-L-phenylalanine → N-((Phenylmethoxy)carbonyl)-L-phenylalanyl-L-valine

HRID 263669Notes

Reaction equation

HRID 263669 reaction equation
[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([OH:12])=O)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C[O:24][C:25](=[O:31])[C@H:26]([CH:28]([CH3:30])[CH3:29])[NH2:27]>CN(C=O)C>[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([NH:27][C@H:26]([C:25]([OH:31])=[O:24])[CH:28]([CH3:30])[CH3:29])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 70878Benzyloxycarbonyl-L-phenylalanineHCID 94285Valine methyl ester

Product 1

HCID 6992356N-((Phenylmethoxy)carbonyl)-L-phenylalanyl-L-valine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Z-Phe-OAt is reacted with valine methyl ester in DMF in accordance with the procedure described in Example 33 to form Z-Phe-Val.

Sources & evidence

ORD record
ord-f2d1192d8ee549aca0df1eb79497ee56
Source dataset
uspto-grants-1997_07
Patent number
US05644029

Reaction notes

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