4-(3-Phenylpropyl)piperidin-4-ol → 1-Benzyl-3-(S)-(4-hydroxy-4-(3-phenylpropyl)piperidinylmethyl)-4-(S)-(3-thienyl)pyrrolidine

HRID 380517Notes

Reaction equation

HRID 380517 reaction equation
[CH2:1]([N:8]1[CH2:12][C@H:11]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)[C@@H:10]([CH:18]=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:20][C:21]1([CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>>[CH2:1]([N:8]1[CH2:12][C@H:11]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)[C@@H:10]([CH2:18][N:24]2[CH2:25][CH2:26][C:21]([OH:20])([CH2:27][CH2:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:22][CH2:23]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 4169034-(3-Phenylpropyl)piperidin-4-olHCID 206943151-Benzyl-3-(R)-formyl-4-(S)-(3-thienyl)pyrrolidine

Product 1

HCID 206943161-Benzyl-3-(S)-(4-hydroxy-4-(3-phenylpropyl)piperidinylmethyl)-4-(S)-(3-thienyl)pyrrolidine

Procedure

The title compound was prepared from 1-Benzyl-3-(R)-formyl-4-(S)-(3-thienyl)pyrrolidine [which was prepared from (S)-N-(1-benzyl-4-(S)-(3-thienyl)-3-(R)-pyrrolidinylcarbonyl)-4-benzyl-2-oxazolidinone (Example 241 Step 2)] and 4-hydroxy-4-(3-phenylpropyl)piperidine (Example 122, Step 1) by procedures analogous to those described in Example 241.

Sources & evidence

ORD record
ord-00c67f0a64f44b84893a37a48d7d8c21
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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