(R)-3-(2,2-Diphenyl-propionyloxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide → (R)-3-(2-Cyclopentyl-2-furan-2-yl-2-hydroxy-acetoxy)-1-(is oxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2240324Notes

Reaction equation

HRID 2240324 reaction equation
[Br-:1].C1(C(C2C=CC=CC=2)(C)C(O[C@@H:12]2[CH:17]3[CH2:18][CH2:19][N+:14]([CH2:20][C:21](=[O:28])[NH:22][C:23]4[CH:27]=[CH:26][O:25][N:24]=4)([CH2:15][CH2:16]3)[CH2:13]2)=O)C=CC=CC=1.[CH:36]1([C:41]([C:46]2[O:47][CH:48]=[CH:49][CH:50]=2)([OH:45])[C:42]([OH:44])=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1>>[Br-:1].[CH:36]1([C:41]([C:46]2[O:47][CH:48]=[CH:49][CH:50]=2)([OH:45])[C:42]([O:44][C@@H:16]2[CH:17]3[CH2:18][CH2:19][N+:14]([CH2:20][C:21](=[O:28])[NH:22][C:23]4[CH:27]=[CH:26][O:25][N:24]=4)([CH2:13][CH2:12]3)[CH2:15]2)=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 11678278(R)-3-(2,2-Diphenyl-propionyloxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromideHCID 21919850Cyclopentyl-furan-2-yl-hydroxy-acetic acid

Product 1

HCID 11526525(R)-3-(2-Cyclopentyl-2-furan-2-yl-2-hydroxy-acetoxy)-1-(is oxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

Procedure

This compound is prepared analogously to (R)-3-(2,2-Diphenyl-propionyloxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide (See Example 4) by replacing 2,2′-diphenylpropionic acid with cyclopentyl-furan-2-yl-hydroxy-acetic acid.

Sources & evidence

ORD record
ord-dc6177d4200b4c359868b2ac2408adef
Source dataset
uspto-grants-2010_05
Patent number
US07723356B2

Reaction notes

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