1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

Base Information

Chemical Name:1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol
CAS No.:1333473-19-0
Molecular Formula:C₂₃H₂₆BrN₃O₆
Molecular Weight:520.38
Hs Code.:

Synonyms:1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

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Chemical Property of 1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

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Technology Process of 1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

There total 8 articles about 1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol 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: 79.0%

: 1333473-18-9
4-(4-(2-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-(1-ethoxyethoxy)-1-methoxyethyl)phenyl)morpholine

: 1333473-19-0
1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 20 - 40 ℃; for 22.5h;

Reference yield:

: (RS)-methoxy-(4-morpholin-4-yl-phenyl)-acetic acid

: 1333473-19-0
1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 0.83 h / Inert atmosphere; Cooling with ice

1.2: 16 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene; hexanes / 1.08 h / -78 °C

2.2: 0.5 h / 20 °C

3.1: zinc(II) iodide / diethyl ether / 15.5 h / 20 °C

4.1: pyridinium p-toluenesulfonate / dichloromethane / 40 h / 20 °C / Inert atmosphere

5.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / methanol / 16 h / 60 - 75 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere; Cooling with ice

6.2: 7 h / 120 °C / Inert atmosphere

7.1: pyridinium p-toluenesulfonate / methanol / 22.5 h / 20 - 40 °C

With 4-methyl-morpholine; dmap; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; zinc(II) iodide; isobutyl chloroformate; In methanol; hexanes; diethyl ether; dichloromethane; toluene;

Reference yield:

: 1204-86-0
4-(4-morpholinyl)benzaldehyde

: 1333473-19-0
1-(5-(4-bromo-3,5-dimethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2-methoxy-2-(4-morpholinophenyl)ethanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / 1,4-dioxane / 18 h

1.2: pH 2

2.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 0.83 h / Inert atmosphere; Cooling with ice

2.2: 16 h / 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene; hexanes / 1.08 h / -78 °C

3.2: 0.5 h / 20 °C

4.1: zinc(II) iodide / diethyl ether / 15.5 h / 20 °C

5.1: pyridinium p-toluenesulfonate / dichloromethane / 40 h / 20 °C / Inert atmosphere

6.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / methanol / 16 h / 60 - 75 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere; Cooling with ice

7.2: 7 h / 120 °C / Inert atmosphere

8.1: pyridinium p-toluenesulfonate / methanol / 22.5 h / 20 - 40 °C

With 4-methyl-morpholine; dmap; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; potassium hydroxide; zinc(II) iodide; isobutyl chloroformate; In 1,4-dioxane; methanol; hexanes; diethyl ether; dichloromethane; toluene;