Trifluoroacetic acid → dimethyl-N-(4-(tert.-butoxycarbonylamino)-2-nitrobenzamido)-L-glutamate

HRID 629674Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[NH:5][NH:6][C:7](=[O:18])[C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16].FC(F)(F)[C:28]([OH:30])=[O:29]>>[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[NH:5][NH:6][C:7](=[O:18])[C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:28]([O:30][C:8]([CH3:13])([CH3:9])[CH3:7])=[O:29])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68702803N-(4-amino-2-nitrobenzamido)-L-glutamic acid-dimethylester

Product 1

HCID 68698082dimethyl-N-(4-(tert.-butoxycarbonylamino)-2-nitrobenzamido)-L-glutamate

Procedure

The synthesis was achieved in analogy to example 3. From 17 g of dimethyl-N-(4-(tert.-butoxycarbonylamino)-2-nitrobenzamido)-L-glutamate 19.5 g of N-(4-amino-2-nitrobenzamido)-L-glutamic acid-dimethylester×trifluoroacetic acid salt were obtained which were used directly in example 4(c).

Sources & evidence

ORD record: ord-5bde1924c568462aa149d33395437843
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315506B2

Reaction notes

Loading…