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-yl acetate
There total 11 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-yl acetate which
guide to synthetic route it.
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synthetic route:
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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
- Guidance literature:
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With
2,6-dimethylpyridine;
In
dichloromethane;
at -78 ℃;
for 1.5h;
DOI:10.1002/anie.201108749
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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
- Guidance literature:
-
Multi-step reaction with 7 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
With
2,6-dimethylpyridine; sodium periodate; samarium diiodide; zirconocene dichloride; (+)-β-chlorodiisopinocampheylborane; asymmetric dihydroxylation-mix-β; 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
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-
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
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -30 °C
2.1: potassium carbonate / tetrahydrofuran; methanol / 20 h / 0 - 20 °C
3.1: zirconocene dichloride / dichloromethane; toluene / 2.5 h / 0 - 20 °C / Inert atmosphere
3.2: 1 h / -50 °C / Inert atmosphere
4.1: asymmetric dihydroxylation-mix-β / water; tert-butyl alcohol / 15 h / 0 °C
5.1: sodium periodate / methanol; water / 0.57 h / 0 - 20 °C
6.1: (+)-β-chlorodiisopinocampheylborane; triethylamine / diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere
6.2: 16.5 h / -78 - -20 °C / Inert atmosphere
7.1: samarium diiodide / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere
8.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / -78 °C
With
2,6-dimethylpyridine; sodium periodate; samarium diiodide; zirconocene dichloride; (+)-β-chlorodiisopinocampheylborane; asymmetric dihydroxylation-mix-β; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
4.1: Sharpless dihydroxylation / 6.2: Paterson aldol reaction / 7.1: Evans-Hoveyda reaction;
DOI:10.1002/anie.201108749
