Technology Process of (7R,8R,11R,15R,19R)-2,2,7,11,15,19,23,23-Octamethyl-3,3,22,22-tetraphenyl-15-((triethylsilyl)oxy)-4,21-dioxa-3,22-disilatetracosan-8-ol
There total 16 articles about (7R,8R,11R,15R,19R)-2,2,7,11,15,19,23,23-Octamethyl-3,3,22,22-tetraphenyl-15-((triethylsilyl)oxy)-4,21-dioxa-3,22-disilatetracosan-8-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:
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1623736-68-4
(7R,8R,11R,15R,19R)-2,2,7,11,15,19,23,23-Octamethyl-3,3,22,22-tetraphenyl-15-((triethylsilyl)oxy)-4,21-dioxa-3,22-disilatetracosan-8-ol
- Guidance literature:
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(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate;
With
sec.-butyllithium; (-)-sparteine;
In
hexane; tert-butyl methyl ether; cyclohexane;
at -78 ℃;
for 5h;
Inert atmosphere;
(R)-tert-butyldiphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butoxy)silane;
In
hexane; tert-butyl methyl ether; cyclohexane;
at -78 ℃;
Inert atmosphere;
Reflux;
With
dihydrogen peroxide; sodium hydroxide;
In
water;
at 0 ℃;
for 0.5h;
DOI:10.1002/anie.201400714
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1623736-68-4
(7R,8R,11R,15R,19R)-2,2,7,11,15,19,23,23-Octamethyl-3,3,22,22-tetraphenyl-15-((triethylsilyl)oxy)-4,21-dioxa-3,22-disilatetracosan-8-ol
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: bis(dibenzylideneacetone)-palladium(0) / dimethyl sulfoxide / 15 h / Inert atmosphere
2.1: sec.-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; diethyl ether / -78 °C / Inert atmosphere
2.2: 0.53 h / -78 °C / Inert atmosphere
3.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C
4.1: hydrogen; platinum(IV) oxide / ethyl acetate / 22.08 h
5.1: 2,6-dimethylpyridine / dichloromethane / 0 °C / Inert atmosphere
6.1: sec.-butyllithium; (-)-sparteine / hexane; cyclohexane; tert-butyl methyl ether / 5 h / -78 °C / Inert atmosphere
6.2: -78 °C / Inert atmosphere; Reflux
6.3: 0.5 h / 0 °C
With
2,6-dimethylpyridine; platinum(IV) oxide; N,N,N,N,-tetramethylethylenediamine; hydrogen; dihydrogen peroxide; sec.-butyllithium; sodium hydroxide; bis(dibenzylideneacetone)-palladium(0); (-)-sparteine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl methyl ether; cyclohexane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/anie.201400714
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1623736-68-4
(7R,8R,11R,15R,19R)-2,2,7,11,15,19,23,23-Octamethyl-3,3,22,22-tetraphenyl-15-((triethylsilyl)oxy)-4,21-dioxa-3,22-disilatetracosan-8-ol
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: hydrogen; platinum(IV) oxide / ethyl acetate / 22.08 h
2.1: 2,6-dimethylpyridine / dichloromethane / 0 °C / Inert atmosphere
3.1: sec.-butyllithium; (-)-sparteine / hexane; cyclohexane; tert-butyl methyl ether / 5 h / -78 °C / Inert atmosphere
3.2: -78 °C / Inert atmosphere; Reflux
3.3: 0.5 h / 0 °C
With
2,6-dimethylpyridine; platinum(IV) oxide; hydrogen; sec.-butyllithium; (-)-sparteine;
In
hexane; dichloromethane; tert-butyl methyl ether; cyclohexane; ethyl acetate;
DOI:10.1002/anie.201400714