L-Phenylalanine → Z-Pro-val-OH

HRID 467300Notes

Reaction equation

HRID 467300 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:20]([NH:22][C@H:23]([C:31]([OH:33])=[O:32])[CH2:24][C:25]1C=CC=CC=1)=[O:21])[CH2:13][C:14]1[CH:19]=CC=CC=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+]([C:37]1C=CC(OC(=O)[C@H](CC2C=CC=CC=2)NC(OCC2C=CC=CC=2)=O)=CC=1)([O-])=O.N[C@H](C(O)=O)CC1C=CC=CC=1>>[CH2:1]([O:8][C:9]([N:11]1[CH2:19][CH2:14][CH2:13][C@H:12]1[C:20]([NH:22][C@H:23]([C:31]([OH:33])=[O:32])[CH:24]([CH3:25])[CH3:37])=[O:21])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6140L-PhenylalanineHCID 114619N-((Phenylmethoxy)carbonyl)-L-phenylalanyl-L-phenylalanineHCID 151025Z-Phe-ONp

Product 1

HCID 73512Z-Pro-val-OH

Procedure

N-benzyloxycarbonyl-L-phenylalanyl-L-phenyl-alanine (m.p. 148°-151° C.) from N-benzyloxycarbonyl-L-phenylalanine 4-nitrophenyl ester and L-phenylalanine.

Sources & evidence

ORD record
ord-887bbe60f0224693b11a86a548b58e5c
Source dataset
uspto-grants-1992_10
Patent number
US05158936

Reaction notes

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