2-(3-Ethoxyphenyl)ethan-1-amine → 3-[2-({(2R)-2{[tert-Butyl(dimethyl)silyl]oxy}-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)-2-methylpropyl]-N-[2-(3-ethoxyphenyl)ethyl]benzamide

HRID 1866562Notes

Reaction equation

HRID 1866562 reaction equation
[C:1]([Si:5]([CH3:33])([CH3:32])[O:6][C@H:7]([C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([CH2:30][OH:31])[CH:24]=1)[CH2:8][NH:9][C:10]([CH3:22])([CH3:21])[CH2:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=1)[C:15](O)=[O:16])([CH3:4])([CH3:3])[CH3:2].[CH2:34]([O:36][C:37]1[CH:38]=[C:39]([CH:43]=[CH:44][CH:45]=1)[CH2:40][CH2:41][NH2:42])[CH3:35]>>[Si:5]([O:6][C@H:7]([C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([CH2:30][OH:31])[CH:24]=1)[CH2:8][NH:9][C:10]([CH3:22])([CH3:21])[CH2:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=1)[C:15]([NH:42][CH2:41][CH2:40][C:39]1[CH:43]=[CH:44][CH:45]=[C:37]([O:36][CH2:34][CH3:35])[CH:38]=1)=[O:16])([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:32])[CH3:33]

Participants

3

Reactant 2

HCID 27587652-(3-Ethoxyphenyl)ethan-1-amineHCID 579783093-{2-[(2R)-2-(tert-butyldimethyl silanyloxy)-2-(4-hydroxy-3-hydroxymethyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid

Product 1

HCID 579782383-[2-({(2R)-2{[tert-Butyl(dimethyl)silyl]oxy}-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)-2-methylpropyl]-N-[2-(3-ethoxyphenyl)ethyl]benzamideYield 67%

Procedure

The title compound was prepared from 3-{2-[(2R)-2-(tert-butyldimethyl silanyloxy)-2-(4-hydroxy-3-hydroxymethyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid (preparation 37) and 3-ethoxyphenethylamine, using a similar method to that of preparation 158, in 67% yield.

Workup

  1. customof preparation 158

Sources & evidence

ORD record
ord-e68e425162c340eea33a9d36ecb54473
Source dataset
uspto-grants-2009_12
Patent number
US07629358B2

Reaction notes

Loading…