4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino]ethoxy)anilino]-N-octyl-1-piperidinecarboxamide → 4-(4-[2-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethoxy}-phenylamino)-piperidine-1-carboxylic acid octylamide

HRID 396053Notes

Reaction equation

HRID 396053 reaction equation
[Si]([O:18][C:19]1[CH:57]=[CH:56][C:22]([O:23][CH2:24][C@@H:25]([OH:55])[CH2:26][NH:27][CH2:28][CH2:29][O:30][C:31]2[CH:54]=[CH:53][C:34]([NH:35][CH:36]3[CH2:41][CH2:40][N:39]([C:42]([NH:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[O:43])[CH2:38][CH2:37]3)=[CH:33][CH:32]=2)=[CH:21][CH:20]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1>C(Cl)(Cl)Cl.CO>[CH2:45]([NH:44][C:42]([N:39]1[CH2:40][CH2:41][CH:36]([NH:35][C:34]2[CH:53]=[CH:54][C:31]([O:30][CH2:29][CH2:28][NH:27][CH2:26][C@H:25]([OH:55])[CH2:24][O:23][C:22]3[CH:21]=[CH:20][C:19]([OH:18])=[CH:57][CH:56]=3)=[CH:32][CH:33]=2)[CH2:37][CH2:38]1)=[O:43])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52]

Participants

3

Reactant 1

HCID 699855024-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino]ethoxy)anilino]-N-octyl-1-piperidinecarboxamide

Product 1

HCID 102312074-(4-[2-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethoxy}-phenylamino)-piperidine-1-carboxylic acid octylamideYield 54.6%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino]ethoxy)anilino]-N-octyl-1-piperidinecarboxamide (0.30 g, 0.377 mmol) was reacted according to Procedure H (eluant: 10:1 chloroform-methanol) to give the title compound (0.115 g, 0.206 mmol).

Sources & evidence

ORD record
ord-4a43836e245b4da4999688db063a7cd2
Source dataset
uspto-grants-2003_08
Patent number
US06605618B2

Reaction notes

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