Technology Process of 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(2-hydroxyethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile
There total 17 articles about 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(2-hydroxyethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
toluene-4-sulfonic acid;
In
methanol;
at 20 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogenchloride; water / ethanol / Reflux
2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating
3.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere
3.2: 2 h / 0 °C / Inert atmosphere
4.1: acetic acid / 3 h / 20 °C
5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C
6.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C
7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
7.2: Reflux
8.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C
With
hydrogenchloride; copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; boron trifluoride diethyl etherate; water; isopropylmagnesium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating
2.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere
2.2: 2 h / 0 °C / Inert atmosphere
3.1: acetic acid / 3 h / 20 °C
4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C
5.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
6.2: Reflux
7.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C
With
copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; boron trifluoride diethyl etherate; isopropylmagnesium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; mineral oil;