4-Phenylpiperidinium chloride → (S)-4-Methyl-2-[4-(4-phenyl-piperidin-1-yl)-benzenesulfonylamino]-pentanoic acid

HRID 378921Notes

Reaction equation

HRID 378921 reaction equation
Cl.[C:2]1([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH:24][C@@H:25]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:26]([OH:28])=[O:27])(=[O:23])=[O:22])=[CH:17][CH:16]=1>>[CH3:31][CH:30]([CH3:32])[CH2:29][C@H:25]([NH:24][S:21]([C:18]1[CH:17]=[CH:16][C:15]([N:11]2[CH2:10][CH2:9][CH:8]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:13][CH2:12]2)=[CH:20][CH:19]=1)(=[O:23])=[O:22])[C:26]([OH:28])=[O:27]

Participants

3

Reactant 2

HCID 825094-Phenylpiperidinium chlorideHCID 6933576(S)-2-(4-fluoro-benzenesulfonylamino)-4-methyl-pentanoic acid

Product 1

HCID 15432847(S)-4-Methyl-2-[4-(4-phenyl-piperidin-1-yl)-benzenesulfonylamino]-pentanoic acid

Procedure

In a manner similar to Example 3(b), 4-phenyl-piperidine hydrochloride was condensed with (S)-2-(4-fluoro-benzenesulfonylamino)-4-methyl-pentanoic acid to give the title compound, %C,H,N found: 63.96, 6.96, 6.44.

Sources & evidence

ORD record
ord-76c1db443cae45faa773aa99f2951781
Source dataset
uspto-grants-2001_10
Patent number
US06297247B1

Reaction notes

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