Hydroxy[bis(4-methylphenyl)]acetic acid → (R)-3-(2-Hydroxy-2,2-di-p-tolyl-acetoxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660087Notes

Reaction equation

HRID 660087 reaction equation
[Br-:1].ClC1C=CC=CC=1C(C1C=CC=CC=1Cl)(O)C(O[C@@H:13]1[CH:18]2[CH2:19][CH2:20][N+:15]([CH2:21][C:22](=[O:29])[NH:23][C:24]3[CH:28]=[CH:27][O:26][N:25]=3)([CH2:16][CH2:17]2)[CH2:14]1)=O.[OH:38][C:39]([C:50]1[CH:55]=[CH:54][C:53]([CH3:56])=[CH:52][CH:51]=1)([C:43]1[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=1)[C:40]([OH:42])=[O:41]>>[Br-:1].[OH:38][C:39]([C:43]1[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=1)([C:50]1[CH:51]=[CH:52][C:53]([CH3:56])=[CH:54][CH:55]=1)[C:40]([O:42][C@@H:17]1[CH:18]2[CH2:19][CH2:20][N+:15]([CH2:21][C:22](=[O:29])[NH:23][C:24]3[CH:28]=[CH:27][O:26][N:25]=3)([CH2:14][CH2:13]2)[CH2:16]1)=[O:41]

Participants

3

Reactant 2

HCID 229097Hydroxy[bis(4-methylphenyl)]acetic acid2×HCID 11534561(R)-3-[2,2-Bis-(2-chloro-phenyl)-2-hydroxy-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

Product 1

HCID 11570477(R)-3-(2-Hydroxy-2,2-di-p-tolyl-acetoxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

Procedure

This compound is prepared analogously to (R)-3-[2,2-bis-(2-chloro-phenyl)-2-hydroxy-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide [Example 1] by substituting bis-(2-chloro-phenyl)-hydroxy-acetic acid with hydroxy-di-p-tolyl-acetic acid (Intermediate B).

Sources & evidence

ORD record
ord-6a572fd0b32540549580d542c4f787f9
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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