4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate

Base Information

• Chemical Name: 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate
• CAS No.: 1254097-58-9
• Molecular Formula: C₂F₃O₂*C₄₁H₄₆N₅O₆
• Molecular Weight: 817.862
• Mol file: 1254097-58-9.mol

Synonyms:4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate

Chemical Property of 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate

There total 20 articles about 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate 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:

5-((R)-2-amino-1-hydroxyethyl)-8-hydroxy-1H-quinolin-2-one acetate + C30H34N3O4(1+)*I(1-) (1254099-19-8) → 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate (1254097-58-9)

Guidance literature:

5-((R)-2-amino-1-hydroxyethyl)-8-hydroxy-1H-quinolin-2-one acetate; C₃₀H₃₄N₃O₄⁽¹⁺⁾*I^(1-); In dimethyl sulfoxide; at 70 ℃; for 1h;

With sodium tris(acetoxy)borohydride; In dimethyl sulfoxide; at 70 ℃; for 1h;

With water; In dimethyl sulfoxide;

Reference yield:

8-Hydroxyquinoline-N-oxide (1127-45-3) → 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate (1254097-58-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2.5 h / 70 °C / Cooling with ice

2.1: aluminum (III) chloride / 1,1-dichloroethane / 3 h / 80 °C / Cooling with ice

2.2: 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: pyridinium hydrobromide perbromide / tetrahydrofuran / 0 °C / Reflux

5.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.67 h / -55 - -45 °C / Inert atmosphere

5.2: -45 - 0 °C / Inert atmosphere

5.3: 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 65 °C

7.1: hydrogen / 10 wt% Pd(OH)2 on carbon

8.1: dimethyl sulfoxide / 1 h / 70 °C

8.2: 1 h / 70 °C

With aluminum (III) chloride; sodium azide; pyridinium hydrobromide perbromide; hydrogen; potassium carbonate; 10 wt% Pd(OH)2 on carbon; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,1-dichloroethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

8-quinolinol (148-24-3,24804-14-6) → 4-({[5-(2-{[4-({[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)phenyl]carbamoyl}ethyl)-2-phenylphenyl]carbamoyl}oxy)-1,1-dimethylpiperidin-1-ium trifluoroacetate (1254097-58-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

2.1: 2.5 h / 70 °C / Cooling with ice

3.1: aluminum (III) chloride / 1,1-dichloroethane / 3 h / 80 °C / Cooling with ice

3.2: 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: pyridinium hydrobromide perbromide / tetrahydrofuran / 0 °C / Reflux

6.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 0.67 h / -55 - -45 °C / Inert atmosphere

6.2: -45 - 0 °C / Inert atmosphere

6.3: 20 °C

7.1: sodium azide / N,N-dimethyl-formamide / 65 °C

8.1: hydrogen / 10 wt% Pd(OH)2 on carbon

9.1: dimethyl sulfoxide / 1 h / 70 °C

9.2: 1 h / 70 °C

With aluminum (III) chloride; sodium azide; pyridinium hydrobromide perbromide; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; 10 wt% Pd(OH)2 on carbon; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,1-dichloroethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

8-Hydroxyquinoline-N-oxide

8-quinolinol

2-oxo-1,2-dihydroquinolin-8-yl acetate

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

Refernces