4-Benzylpiperidine → (S)-2-[4-(4-Benzyl-piperidin-1-yl)-benzenesulfonylamino]-3-phenyl-propionic acid

HRID 1858969Notes

Reaction equation

HRID 1858969 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].[CH2:24]([CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:24]([CH:31]1[CH2:36][CH2:35][N:34]([C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:13]([OH:15])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=2)[CH2:33][CH2:32]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 317384-BenzylpiperidineHCID 5360545SodiumHCID 6542174(S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid

Product 1

HCID 53761895(S)-2-[4-(4-Benzyl-piperidin-1-yl)-benzenesulfonylamino]-3-phenyl-propionic acid

Procedure

In a manner similar to Example 3(b), (S)-2-(4-fluoro-benzenesulfonylamino)-3-phenyl-propionic acid, sodium salt, and 4-benzyl-piperidine were condensed to give the title compound, mp 164-165° C.

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-7acef1beaaeb4d9f8164da3654715bd0
Source dataset
uspto-grants-2000_11
Patent number
US06153612

Reaction notes

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