Technology Process of 5-{[(1S,2R,3S,4aS,8aS)-3-(1H-imidazol-1-ylmethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]carbonyl}benzene-1,3-diol
There total 12 articles about 5-{[(1S,2R,3S,4aS,8aS)-3-(1H-imidazol-1-ylmethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]carbonyl}benzene-1,3-diol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
1-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}-1H-imidazole;
With
boron tribromide;
In
dichloromethane;
at -78 - 20 ℃;
for 21h;
Inert atmosphere;
With
hydrogenchloride;
In
water; isopropyl alcohol;
at 85 ℃;
for 0.75h;
-
-
1619983-08-2
[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere
1.2: 1.33 h / 0 - 65 °C
2.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C
3.1: sodium hydroxide / tetrahydrofuran; methanol / 3.5 h / 80 °C
4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
4.2: 2 h
5.1: borane-THF / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
5.2: 2 h / 20 °C / Cooling with ice
6.1: pyridine / 1.5 h / Cooling with ice; Inert atmosphere
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / Cooling with ice; Inert atmosphere
7.2: 17 h / 20 °C / Cooling with ice
8.1: boron tribromide / dichloromethane / 21 h / -78 - 20 °C / Inert atmosphere
8.2: 0.75 h / 85 °C
With
pyridine; borane-THF; potassium tert-butylate; boron tribromide; sodium hydride; pyridinium chlorochromate; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
4.1: |Wittig Olefination;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C
2.1: tin(IV) chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
3.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere
3.2: 1.33 h / 0 - 65 °C
4.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C
5.1: sodium hydroxide / tetrahydrofuran; methanol / 3.5 h / 80 °C
6.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
6.2: 2 h
7.1: borane-THF / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
7.2: 2 h / 20 °C / Cooling with ice
8.1: pyridine / 1.5 h / Cooling with ice; Inert atmosphere
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / Cooling with ice; Inert atmosphere
9.2: 17 h / 20 °C / Cooling with ice
10.1: boron tribromide / dichloromethane / 21 h / -78 - 20 °C / Inert atmosphere
10.2: 0.75 h / 85 °C
With
pyridine; borane-THF; potassium tert-butylate; boron tribromide; tin(IV) chloride; sodium hydride; pyridinium chlorochromate; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
6.1: |Wittig Olefination;