(R)-3-Methyl-2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoic acid → (S)-2-(1-Oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)propanoic acid

HRID 403962Notes

Reaction equation

HRID 403962 reaction equation
C[CH:2](C)[C@@H:3]([N:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=4)=[O:24])=[CH:18][CH:17]=3)[CH:13]=2)[C:8]1=[O:36])[C:4]([OH:6])=[O:5].O=C1C2C(=CC(C3C=CC(NC(NC4C=CC=C(C(F)(F)F)C=4)=O)=CC=3)=CC=2)CN1[C@@H](C)C(OC)=O>>[O:36]=[C:8]1[C:9]2[C:14](=[CH:13][C:12]([C:16]3[CH:17]=[CH:18][C:19]([NH:22][C:23]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:34])([F:33])[F:35])[CH:27]=4)=[O:24])=[CH:20][CH:21]=3)=[CH:11][CH:10]=2)[CH2:15][N:7]1[C@@H:3]([CH3:2])[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 67308300(R)-3-Methyl-2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoic acidHCID 131731538(S)-Methyl 2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)propanoate

Product 1

HCID 67307711(S)-2-(1-Oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)propanoic acidYield 82%

Procedure

The compound of example 367 was prepared analogous to the compound of example 361 by hydrolysis of the compound of example 366.

Sources & evidence

ORD record
ord-04bda0767c904deb89829b7d886892ab
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

Loading…