Hydroxy[bis(4-methoxyphenyl)]acetic acid → (R)-3-[2-Hydroxy-2,2-bis-(4-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoyl methyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660088Notes

Reaction equation

HRID 660088 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:51]1[CH:56]=[CH:55][C:54]([O:57][CH3:58])=[CH:53][CH:52]=1)([C:43]1[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=1)[C:40]([OH:42])=[O:41]>>[Br-:1].[OH:38][C:39]([C:43]1[CH:44]=[CH:45][C:46]([O:49][CH3:50])=[CH:47][CH:48]=1)([C:51]1[CH:52]=[CH:53][C:54]([O:57][CH3:58])=[CH:55][CH:56]=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 232758Hydroxy[bis(4-methoxyphenyl)]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 11642891(R)-3-[2-Hydroxy-2,2-bis-(4-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoyl methyl)-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-bis-(4-methoxy-phenyl)-acetic acid (Intermediate C).

Sources & evidence

ORD record
ord-7ef5db926585446795a22745169c2c70
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

Loading…