(S)-3-Methyl-2-(1-oxo-6-(4-(phenylsulfonamido)phenyl)isoindolin-2-yl)butanoic acid → (S)-2-(6-(4-(3,4-Dimethoxyphenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 403761Notes

Reaction equation

HRID 403761 reaction equation
CC(C)[C@H](N1CC2C(=CC(C3C=CC(NS(C4C=CC=CC=4)(=O)=O)=CC=3)=CC=2)C1=O)C(O)=O.[CH3:34][O:35][C:36]1[CH:37]=[C:38]([S:44]([NH:47][C:48]2[CH:53]=[CH:52][C:51]([C:54]3[CH:62]=[C:61]4[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:71])[CH3:70])[C:65]([O:67]C)=[O:66])[C:60]4=[O:63])=[CH:56][CH:55]=3)=[CH:50][CH:49]=2)(=[O:46])=[O:45])[CH:39]=[CH:40][C:41]=1[O:42][CH3:43]>>[CH3:34][O:35][C:36]1[CH:37]=[C:38]([S:44]([NH:47][C:48]2[CH:49]=[CH:50][C:51]([C:54]3[CH:62]=[C:61]4[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:71])[CH3:70])[C:65]([OH:67])=[O:66])[C:60]4=[O:63])=[CH:56][CH:55]=3)=[CH:52][CH:53]=2)(=[O:46])=[O:45])[CH:39]=[CH:40][C:41]=1[O:42][CH3:43]

Participants

3

Reactant 2

HCID 67306729(S)-3-Methyl-2-(1-oxo-6-(4-(phenylsulfonamido)phenyl)isoindolin-2-yl)butanoic acidHCID 131731461(S)-Methyl 2-(6-(4-(3,4-dimethoxyphenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307242(S)-2-(6-(4-(3,4-Dimethoxyphenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 89%

Procedure

The compound of example 86 was prepared analogous to compound of example 78 by hydrolysis of compound of example 85.

Sources & evidence

ORD record
ord-d512c62c1bcb44b8badb946fbd7113ef
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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