2-(((Tert-butoxy)carbonyl)amino)pentanoic acid → {1-[1-(3-oxo-butyl)-1H-imidazol-4-ylcarbamoyl]-butyl}-carbamic acid tert-butyl ester

HRID 505042Notes

Reaction equation

HRID 505042 reaction equation
[N+:1]([C:4]1[N:5]=[CH:6][N:7]([CH2:9][CH2:10][C:11](=[O:13])[CH3:12])[CH:8]=1)([O-])=O.[C:14]([O:18][C:19]([NH:21][CH:22]([CH2:26][CH2:27][CH3:28])[C:23](O)=[O:24])=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19](=[O:20])[NH:21][CH:22]([C:23](=[O:24])[NH:1][C:4]1[N:5]=[CH:6][N:7]([CH2:9][CH2:10][C:11](=[O:13])[CH3:12])[CH:8]=1)[CH2:26][CH2:27][CH3:28])([CH3:15])([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 3024332-(((Tert-butoxy)carbonyl)amino)pentanoic acidHCID 151923324-(4-nitro-1H-imidazol-1-yl)butan-2-one

Product 1

HCID 68463268{1-[1-(3-oxo-butyl)-1H-imidazol-4-ylcarbamoyl]-butyl}-carbamic acid tert-butyl ester

Procedure

4-(4-nitro-1H-imidazol-1-yl)butan-2-one was reduced and coupled with 2-[(tert-butoxycarbonyl)amino]pentanoic acid to afford the title compound; MS 353 m/z (M+1).

Sources & evidence

ORD record
ord-93300f67e484497aaf5dfd7698dcb9fa
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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