Trifluoroacetic acid → (s)-3-((s)-2-((s)-4-Phenyl-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-(2,4-dimethoxyphenyl)propionic acid

HRID 1883100Notes

Reaction equation

HRID 1883100 reaction equation
[C:1]1([C@@:7]2([CH3:29])[C:11](=[O:12])[N:10]([C@@H:13]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:14]([O-])=[O:15])[C:9](=[O:21])[N:8]2[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:30][C@H:31]([C:40]1[CH:45]=[CH:44][C:43]([O:46][CH3:47])=[CH:42][C:41]=1[O:48][CH3:49])[CH2:32][C:33]([O:35]C(C)(C)C)=[O:34].FC(F)(F)C(O)=O>>[C:1]1([C@@:7]2([CH3:29])[C:11](=[O:12])[N:10]([C@@H:13]([CH2:17][CH:18]([CH3:19])[CH3:20])[C:14]([NH:30][C@H:31]([C:40]3[CH:45]=[CH:44][C:43]([O:46][CH3:47])=[CH:42][C:41]=3[O:48][CH3:49])[CH2:32][C:33]([OH:35])=[O:34])=[O:15])[C:9](=[O:21])[N:8]2[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 53676007Tert-butyl (s)-3-amino-3-(2,4-dimethoxyphenyl)propionateHCID 131723411(s)-2-((s)-4-Phenyl-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate

Product 1

HCID 59902382(s)-3-((s)-2-((s)-4-Phenyl-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-(2,4-dimethoxyphenyl)propionic acid

Procedure

(by reaction of 169.5 with tert-butyl (S)-3-amino-3-(2,4-dimethoxyphenyl)propionate and subsequent cleavage of the tert-butyl ester with trifluoroacetic acid)

Sources & evidence

ORD record
ord-240ca2e711454e47b0c32d132506c37b
Source dataset
uspto-grants-2004_07
Patent number
US06759424B2

Reaction notes

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