4-Phenylpiperidinium chloride → (R)-3-Phenyl-2-[4-(4-phenyl-piperidin-1-yl)-benzenesulfonylamino]-propionic acid

HRID 378923Notes

Reaction equation

HRID 378923 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@H:12]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:13]([OH:15])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Na][Na].Cl.[C:26]1([CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:17]1([CH2:16][C@@H:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([N:35]3[CH2:36][CH2:37][CH:32]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:33][CH2:34]3)=[CH:3][CH:4]=2)(=[O:10])=[O:9])[C:13]([OH:15])=[O:14])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 825094-Phenylpiperidinium chlorideHCID 141233DisodiumHCID 737254(R)-2-(4-fluoro-benzenesulfonylamino)-3-phenyl-propionic acid

Product 1

HCID 54561606(R)-3-Phenyl-2-[4-(4-phenyl-piperidin-1-yl)-benzenesulfonylamino]-propionic acid

Procedure

In a manner similar to Example 3(b), (R)-2-(4-fluoro-benzenesulfonylamino)-3-phenyl-propionic acid, disodium salt was condensed with 4-phenyl-piperidine hydrochloride to give the title compound, mp=168-170° C.

Sources & evidence

ORD record
ord-22bd48c062304f70ad6b3045f86a9262
Source dataset
uspto-grants-2001_10
Patent number
US06297247B1

Reaction notes

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