Technology Process of benzyl ((1S,2S)-2-hydroxy-2-methyl-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-4-(trimethylsilyl)but-3-yn-1-yl)carbamate
There total 7 articles about benzyl ((1S,2S)-2-hydroxy-2-methyl-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-4-(trimethylsilyl)but-3-yn-1-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-benzyl (1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl)carbamate; methylmagnesium bromide;
In
tetrahydrofuran;
at -78 ℃;
for 0.0333333h;
Inert atmosphere;
With
ammonium chloride;
In
diethyl ether; dichloromethane;
for 0.25h;
pH=7;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 36 h / 70 °C / Inert atmosphere
2.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
2.2: 0.5 h
3.1: dichloromethane / -78 °C / Inert atmosphere
3.2: 2.08 h / -78 °C / Inert atmosphere
3.3: 0.67 h / -78 - 0 °C
4.1: isopropylmagnesium bromide / 2-methyltetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
4.2: 2 h / 20 °C
5.1: dichloromethane / -78 °C / Inert atmosphere
5.2: 2.58 h / -78 °C / Inert atmosphere
5.3: 0.67 h / -78 - 0 °C
6.1: tetrahydrofuran / 0.03 h / -78 °C / Inert atmosphere
6.2: 0.25 h / pH 7
With
boron trifluoride diethyl etherate; isopropylmagnesium bromide; tetra-(n-butyl)ammonium iodide; triethylamine;
In
tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / 1.75 h / 0 - 20 °C / Inert atmosphere
2.1: triethylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 36 h / 70 °C / Inert atmosphere
3.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
3.2: 0.5 h
4.1: dichloromethane / -78 °C / Inert atmosphere
4.2: 2.08 h / -78 °C / Inert atmosphere
4.3: 0.67 h / -78 - 0 °C
5.1: isopropylmagnesium bromide / 2-methyltetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
5.2: 2 h / 20 °C
6.1: dichloromethane / -78 °C / Inert atmosphere
6.2: 2.58 h / -78 °C / Inert atmosphere
6.3: 0.67 h / -78 - 0 °C
7.1: tetrahydrofuran / 0.03 h / -78 °C / Inert atmosphere
7.2: 0.25 h / pH 7
With
pyridine; boron trifluoride diethyl etherate; isopropylmagnesium bromide; tetra-(n-butyl)ammonium iodide; triethylamine;
In
tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
![(S)-benzyl (1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-2-oxo-4-(trimethylsilyl)but-3-yn-1-yl)carbamate](/Databaselist/images/loading.webp)
