alpha-Cyclopentylmandelic acid → 4-(2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-(isoxazol-3-ylcarbamoyl methyl)-1-methyl-piperidinium bromide

HRID 1690651Notes

Reaction equation

HRID 1690651 reaction equation
[Br-:1].[CH:2]1([C:8]([OH:34])([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30]C=2)[C:9]([O:11][CH:12]2[CH2:17][CH2:16][N+:15]([CH2:19][C:20](=[O:27])[NH:21][C:22]3[CH:26]=[CH:25][O:24][N:23]=3)([CH3:18])[CH2:14][CH2:13]2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C1(C(C2C=CC=CC=2)(O)C(O)=O)CCCC1>>[Br-:1].[CH:28]1([C:8]([OH:34])([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9]([O:11][CH:12]2[CH2:17][CH2:16][N+:15]([CH2:19][C:20](=[O:27])[NH:21][C:22]3[CH:26]=[CH:25][O:24][N:23]=3)([CH3:18])[CH2:14][CH2:13]2)=[O:10])[CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

3

Reactant 2

HCID 98283alpha-Cyclopentylmandelic acidHCID 871979054-(2-Cyclohexyl-2-hydroxy-2-phenyl-acetoxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide

Product 1

HCID 871979464-(2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-(isoxazol-3-ylcarbamoyl methyl)-1-methyl-piperidinium bromide

Procedure

This compound is prepared by an analogous method to 4-(2-cyclohexyl-2-hydroxy-2-phenyl-acetoxy)-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide (Example 3) by replacing cyclohexyl-hydroxy-phenyl-acetic acid with cyclopentyl-mandelic acid.

Sources & evidence

ORD record
ord-f6f214291db44327a1d6b2742e5af11c
Source dataset
uspto-grants-2012_04
Patent number
US08153669B2

Reaction notes

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