Technology Process of tert-butyl (1S,5R)-1-[2-methoxyphenyl]-2-azabicyclo[3.1.0]hexane-2-carboxylate
There total 4 articles about tert-butyl (1S,5R)-1-[2-methoxyphenyl]-2-azabicyclo[3.1.0]hexane-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl (1R,5R)-1-(p-tolylsulfinyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate;
With
isopropylmagnesium chloride;
In
tetrahydrofuran;
at 20 ℃;
for 0.0166667h;
Inert atmosphere;
With
zinc(II) chloride;
In
tetrahydrofuran; diethyl ether;
at 20 ℃;
for 0.5h;
Inert atmosphere;
2-bromoanisole;
With
palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; diethyl ether;
at 20 ℃;
for 16h;
Inert atmosphere;
DOI:10.1021/ja4033956
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: hexachloroethane; triphenylphosphine / dichloromethane / 16 h / 20 °C / Inert atmosphere
2.1: sec.-butyllithium; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere
2.2: 0.08 h / -78 °C / Inert atmosphere
3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.02 h / 20 °C / Inert atmosphere
3.2: 0.5 h / 20 °C / Inert atmosphere
3.3: 16 h / 20 °C / Inert atmosphere
With
hexachloroethane; sec.-butyllithium; isopropylmagnesium chloride; triphenylphosphine; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja4033956
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate / ethanol / 4 h / 0 - 20 °C / Inert atmosphere
2.1: hexachloroethane; triphenylphosphine / dichloromethane / 16 h / 20 °C / Inert atmosphere
3.1: sec.-butyllithium; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere
3.2: 0.08 h / -78 °C / Inert atmosphere
4.1: isopropylmagnesium chloride / tetrahydrofuran / 0.02 h / 20 °C / Inert atmosphere
4.2: 0.5 h / 20 °C / Inert atmosphere
4.3: 16 h / 20 °C / Inert atmosphere
With
sodium tetrahydroborate; hexachloroethane; sec.-butyllithium; isopropylmagnesium chloride; triphenylphosphine; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1021/ja4033956
