Technology Process of O-((1S,2S,3S,5R)-6-methoxy-2-methyl-2-(4-methyl-4-((triethylsilyl)oxy)pentyl)-5-(3-methylbut-2-en-1-yl)-8,9-dioxobicyclo[3.3.1]non-6-en-3-yl) O-(perfluorophenyl)carbonothioate
There total 16 articles about O-((1S,2S,3S,5R)-6-methoxy-2-methyl-2-(4-methyl-4-((triethylsilyl)oxy)pentyl)-5-(3-methylbut-2-en-1-yl)-8,9-dioxobicyclo[3.3.1]non-6-en-3-yl) O-(perfluorophenyl)carbonothioate 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:
-
Multi-step reaction with 8 steps
1.1: tert.-butyl lithium; barium(II) iodide / pentane; tetrahydrofuran / 1 h / -78 °C
1.2: 2.25 h
2.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 2.33 h / -78 - -30 °C
2.2: 2 h / -78 - -35 °C
3.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / -78 °C
4.1: tert.-butylhydroperoxide; caesium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; oxygen / ethyl acetate / 2.25 h / -78 - 0 °C
5.1: triethylamine; dimethylboron bromide / dichloromethane / 0.17 h / -95 °C
5.2: -95 °C
6.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C
6.2: 1.5 h / -78 - 20 °C
7.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0.92 h / -78 - 0 °C
8.1: dmap; pyridine / dichloromethane / 1 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; n-butyllithium; dimethylboron bromide; trimethylsilyl trifluoromethanesulfonate; barium(II) iodide; 2,2,6,6-tetramethylpiperidinyl-lithium; tert.-butyl lithium; sec.-butyllithium; oxygen; caesium carbonate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene;
In
tetrahydrofuran; hexane; dichloromethane; cyclohexane; ethyl acetate; pentane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / -78 °C
2.1: tert.-butylhydroperoxide; caesium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; oxygen / ethyl acetate / 2.25 h / -78 - 0 °C
3.1: triethylamine; dimethylboron bromide / dichloromethane / 0.17 h / -95 °C
3.2: -95 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C
4.2: 1.5 h / -78 - 20 °C
5.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0.92 h / -78 - 0 °C
6.1: dmap; pyridine / dichloromethane / 1 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; n-butyllithium; dimethylboron bromide; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; oxygen; caesium carbonate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 2.33 h / -78 - -30 °C
1.2: 2 h / -78 - -35 °C
2.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / -78 °C
3.1: tert.-butylhydroperoxide; caesium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; oxygen / ethyl acetate / 2.25 h / -78 - 0 °C
4.1: triethylamine; dimethylboron bromide / dichloromethane / 0.17 h / -95 °C
4.2: -95 °C
5.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C
5.2: 1.5 h / -78 - 20 °C
6.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0.92 h / -78 - 0 °C
7.1: dmap; pyridine / dichloromethane / 1 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; n-butyllithium; dimethylboron bromide; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; sec.-butyllithium; oxygen; caesium carbonate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene;
In
tetrahydrofuran; hexane; dichloromethane; cyclohexane; ethyl acetate;
