N-(2-hydroxyphenethyl)acetamide → tert-Butyl 3-{2-[2-(2-acetylaminoethyl)phenoxy]ethoxy}-4-(4-{2-[2-(2-methoxyphenyl)ethoxy]ethoxy}phenyl)piperidine-1-carboxylate
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH:22]2[O:34][CH2:35][CH2:36][O:37]S(C2C=CC(C)=CC=2)(=O)=O)=[CH:17][CH:16]=1.O[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=1[CH2:55][CH2:56][NH:57][C:58](=[O:60])[CH3:59]>>[C:58]([NH:57][CH2:56][CH2:55][C:50]1[CH:51]=[CH:52][CH:53]=[CH:54][C:49]=1[O:37][CH2:36][CH2:35][O:34][CH:22]1[CH:21]([C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])=[CH:16][CH:17]=2)[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:28])[CH2:23]1)(=[O:60])[CH3:59]Participants
3
Reactant 2
Product 1
Procedure
Analogously to Method G, 0.50 g of tert-butyl 4-(4-{2-[2-(2-Methoxyphenyl)ethoxy]ethoxy}phenyl)-3-[2-(toluene-4-sulphonyloxy)ethoxy]piperidine-1-carboxylate and 0.27 g of N-[2-(2-hydroxyphenyl)ethyl]acetamide are reacted. The title compound is obtained as a colourless oil. Rf=0.45 (EtOAc); Rt=5.52.
Sources & evidence
- ORD record
- ord-f4832cea167b43e981d8dda460238eb9
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790715B2
Reaction notes
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