Technology Process of N-tosylmahanimbicine
There total 9 articles about N-tosylmahanimbicine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C20H17NO3S; 3,7-dimethyl-oct-6-en-1-yn-3-yl methyl carbonate;
With
copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
acetonitrile;
at 20 ℃;
for 22h;
Inert atmosphere;
In
5,5-dimethyl-1,3-cyclohexadiene;
for 27.5h;
Overall yield = 546 mg;
Reflux;
Inert atmosphere;
DOI:10.1039/c4ob01151a
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux; Inert atmosphere
2.1: palladium diacetate; potassium carbonate; Trimethylacetic acid / 20.5 h / 100 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.25 h / 0 °C / Inert atmosphere
3.2: 16.25 h / 0 - 20 °C / Inert atmosphere
4.1: boron tribromide / dichloromethane / 2.5 h / -78 - 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) iodide / acetonitrile / 22 h / 20 °C / Inert atmosphere
5.2: 27.5 h / Reflux; Inert atmosphere
With
copper(l) iodide; palladium diacetate; boron tribromide; sodium hydride; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1,8-diazabicyclo[5.4.0]undec-7-ene; Trimethylacetic acid;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile; mineral oil;
1.1: |Buchwald-Hartwig Coupling;
DOI:10.1039/c4ob01151a
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere
1.2: 2 h / -78 - 20 °C / Inert atmosphere
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) iodide / acetonitrile / 22 h / 20 °C / Inert atmosphere
2.2: 27.5 h / Reflux; Inert atmosphere
With
copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; acetonitrile;
DOI:10.1039/c4ob01151a
