N-Acetyl-tyrosinyl-valine → N-(N-Acetyl-tyrosinyl-valinyl-(4-benzyloxyprolinyl))-3-amino-4-oxobutanoic acid tert-butyl ester semicarbazone

HRID 862224Notes

Reaction equation

HRID 862224 reaction equation
[C:1]([NH:4][C@H:5]([C:14]([NH:16][C@H:17]([C:21]([OH:23])=O)[CH:18]([CH3:20])[CH3:19])=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[C:24]([O:28][C:29](=[N:56][NH:57][C:58]([NH2:60])=[O:59])[CH2:30][CH:31]([NH:34][C:35](=[O:55])[C@@H:36]1[CH2:40][CH:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH2:38][N:37]1C(OCC=C)=O)[CH:32]=[O:33])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([O:28][C:29](=[N:56][NH:57][C:58]([NH2:60])=[O:59])[CH2:30][CH:31]([NH:34][C:35](=[O:55])[C@@H:36]1[CH2:40][CH:39]([O:41][CH2:42][C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH2:38][N:37]1[C:21](=[O:23])[C@H:17]([CH:18]([CH3:19])[CH3:20])[NH:16][C:14](=[O:15])[C@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)[NH:4][C:1](=[O:3])[CH3:2])[CH:32]=[O:33])([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 22875497N-Acetyl-tyrosinyl-valineHCID 53707120n-(n-Allyloxycarbonyl-4-benzyloxyprolinyl)-3-amino-4-oxobutanoic acid tert-butyl ester semicarbazone

Product 1

HCID 53915659N-(N-Acetyl-tyrosinyl-valinyl-(4-benzyloxyprolinyl))-3-amino-4-oxobutanoic acid tert-butyl ester semicarbazone

Procedure

The title compound was prepared by reaction of N-acetyl-tyrosinyl-valine and N-(N-allyloxycarbonyl-4-benzyloxyprolinyl)-3-amino-4-oxobutanoic acid tert-butyl ester semicarbazone by reaction conditions reported for compound H, step A.

Sources & evidence

ORD record
ord-6cdf91306748473d9e12015ae66df5b4
Source dataset
uspto-grants-1998_02
Patent number
US05716929

Reaction notes

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