Technology Process of (5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-ol
There total 12 articles about (5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-ol 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:
-
-
1375950-90-5
(5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-yl acetate
-
-
1375950-82-5
(5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-ol
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
dichloromethane; toluene;
at -78 ℃;
for 1h;
DOI:10.1002/anie.201108749
-
-
1375950-82-5
(5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-ol
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / -78 °C
2: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C
With
2,6-dimethylpyridine; diisobutylaluminium hydride;
In
dichloromethane; toluene;
DOI:10.1002/anie.201108749
-
-
1375950-82-5
(5R,7S,9R)-5-((E)-3-iodo-2-methylallyl)-2,2,3,3,11,11,12,12-octamethyl-9-((E)-3-methyl-5-phenylpent-3-enyl)-4,10-dioxa-3,11-disilatridecan-7-ol
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium carbonate / tetrahydrofuran; methanol / 20 h / 0 - 20 °C
2.1: zirconocene dichloride / dichloromethane; toluene / 2.5 h / 0 - 20 °C / Inert atmosphere
2.2: 1 h / -50 °C / Inert atmosphere
3.1: asymmetric dihydroxylation-mix-β / water; tert-butyl alcohol / 15 h / 0 °C
4.1: sodium periodate / methanol; water / 0.57 h / 0 - 20 °C
5.1: (+)-β-chlorodiisopinocampheylborane; triethylamine / diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere
5.2: 16.5 h / -78 - -20 °C / Inert atmosphere
6.1: samarium diiodide / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere
7.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / -78 °C
8.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C
With
2,6-dimethylpyridine; sodium periodate; samarium diiodide; zirconocene dichloride; (+)-β-chlorodiisopinocampheylborane; asymmetric dihydroxylation-mix-β; diisobutylaluminium hydride; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
3.1: Sharpless dihydroxylation / 5.2: Paterson aldol reaction / 6.1: Evans-Hoveyda reaction;
DOI:10.1002/anie.201108749
