5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

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Chemical Name:5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one
CAS No.:948894-20-0
Molecular Formula:C₃₃H₄₉N₃O₄Si
Molecular Weight:579.855
Hs Code.:

Synonyms:5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

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Chemical Property of 5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

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Technology Process of 5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

There total 11 articles about 5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 743461-21-4
5-((1R)-2-amino-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-8-hydroxyquinolin-2(1H)-one

: 948894-19-7
(3S)-1-[2-(2-phenylethoxy)ethyl]piperidine-3-carbaldehyde

: 948894-20-0
5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

Guidance literature:: 5-((1R)-2-amino-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-8-hydroxyquinolin-2(1H)-one; (3S)-1-[2-(2-phenylethoxy)ethyl]piperidine-3-carbaldehyde; With acetic acid; In methanol; at 20 ℃; for 2h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 18h;

With water; In methanol; ethyl acetate;

Reference yield:

: 81228-03-7
2-phenethyloxyacetic acid

: 948894-20-0
5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 2.17 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C

4.1: pyridine-SO₃ complex; triethylamine / dichloromethane; dimethyl sulfoxide / 0.17 h / -10 °C

5.1: acetic acid / methanol / 2 h / 20 °C

5.2: 18 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; pyridine-SO₃ complex; acetic acid; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

Reference yield:

: 530084-79-8
8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one

: 948894-20-0
5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[({(3R)-1-[2-(2-phenylethoxy)ethyl]piperidin-3-yl}methyl)amino]ethyl}-8-hydroxyquinolin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / N,N-dimethyl-formamide / 0 - 20 °C

2.1: sodium azide; sodium iodide / dimethyl sulfoxide / 3 h / 65 °C

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 3750.38 Torr

4.1: acetic acid / methanol / 2 h / 20 °C

4.2: 18 h / 20 °C

With 2,6-dimethylpyridine; sodium azide; hydrogen; acetic acid; sodium iodide; palladium 10% on activated carbon; In methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;