tert-Butyl carbamate → 2-[2-({[2-(4-Bromo-phenyl)-2-oxo-ethylcarbamoyl]-methyl]-amino)-acetylamino]-3-methyl-butyric acid

HRID 1185686Notes

Reaction equation

HRID 1185686 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:33])[CH2:9][NH:10][C:11]([CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15][C:16]([NH:18][CH:19]([CH:23]([CH3:25])[CH3:24])[C:20]([OH:22])=[O:21])=[O:17])=[O:12])=[CH:4][CH:3]=1.C(OC(=O)N)(C)(C)C>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:33])[CH2:9][NH:10][C:11]([CH2:13][NH:14][CH2:15][C:16]([NH:18][CH:19]([CH:23]([CH3:24])[CH3:25])[C:20]([OH:22])=[O:21])=[O:17])=[O:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamateHCID 666200102-[2-({[2-(4-Bromo-phenyl)-2-oxo-ethylcarbamoyl]-methyl}-tert-butoxycarbonyl-amino)-acetylamino]-3-methyl-butyric acid

Product 1

HCID 666200532-[2-({[2-(4-Bromo-phenyl)-2-oxo-ethylcarbamoyl]-methyl]-amino)-acetylamino]-3-methyl-butyric acid

Procedure

2-[2-({[2-(4-Bromo-phenyl)-2-oxo-ethylcarbamoyl]-methyl}-amino)-acetylamino]-3-methyl-butyric acid was prepared using method 804 substituting 2-[2-({[2-(4-bromo-phenyl)-2-oxo-ethylcarbamoyl]-methyl}-tert-butoxycarbonyl-amino)-acetylamino]-3-methyl-butyric acid for 1-[5-(4′-{2-[1-(2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl]-biphenyl-4-yl)-1H-imidazol-2-ylmethyl]-2-oxo-piperidin-3-yl}-carbamic acid tert-butyl ester. C17H22BrN3O5 calculated 427.1 observed [M+1]+ 428.0; rt=2.39 min.

Workup

  1. customrt=2.39 min.

Sources & evidence

ORD record
ord-f31c155c9ecb49ef8292b76b7352a23d
Source dataset
uspto-grants-2014_03
Patent number
US08669234B2

Reaction notes

Loading…