Technology Process of ethyl 2-(benzyloxycarbonylamino)-2-formyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate
There total 7 articles about ethyl 2-(benzyloxycarbonylamino)-2-formyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethyl 2-(benzyloxycarbonylamino)-2-(hydroxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate;
With
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
With
triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 4 h / 90 °C
2.1: potassium hydroxide / ethanol / 1.5 h / 0 - 20 °C
3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.5 h / -30 °C
3.2: 0.5 h
4.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux
5.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane / dichloromethane / 0.25 h / Inert atmosphere
5.2: 19 h / 20 °C
6.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -40 - 0 °C / Inert atmosphere
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
7.2: -78 - 20 °C
With
oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; chloroformic acid ethyl ester; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; potassium hydroxide;
bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
7.1: Swern Oxidation;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium hydroxide / ethanol / 1.5 h / 0 - 20 °C
2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.5 h / -30 °C
2.2: 0.5 h
3.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux
4.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane / dichloromethane / 0.25 h / Inert atmosphere
4.2: 19 h / 20 °C
5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -40 - 0 °C / Inert atmosphere
6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
6.2: -78 - 20 °C
With
oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; chloroformic acid ethyl ester; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; potassium hydroxide;
bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane;
In
tetrahydrofuran; ethanol; dichloromethane; toluene;
6.1: Swern Oxidation;
