Technology Process of (5S,10S)-5-((S)-but-3-en-2-yl)-2,2,3,3,10,14,14-heptamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane
There total 10 articles about (5S,10S)-5-((S)-but-3-en-2-yl)-2,2,3,3,10,14,14-heptamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane which
guide to synthetic route it.
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synthetic route:
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1420766-44-4
(5S,10S)-5-((S)-but-3-en-2-yl)-2,2,3,3,10,14,14-heptamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane
- Guidance literature:
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5-methanesulfonyl-1-phenyl-1H-tetrazole;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
C33H54O3Si2;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 6h;
DOI:10.1016/j.tet.2012.11.075
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1420766-44-4
(5S,10S)-5-((S)-but-3-en-2-yl)-2,2,3,3,10,14,14-heptamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 °C
3.1: lithium borohydride / methanol / 0.5 h / 0 °C / Inert atmosphere
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C
5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
5.2: 6 h / -78 - 20 °C
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; sodium hexamethyldisilazane; titanium tetrachloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane;
1.2: |Evans Aldol Reaction / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation / 5.1: |Julia Olefin Synthesis / 5.2: |Julia Olefin Synthesis;
DOI:10.1016/j.tet.2012.11.075
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1420766-44-4
(5S,10S)-5-((S)-but-3-en-2-yl)-2,2,3,3,10,14,14-heptamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C
1.2: 2 h / 20 °C
2.1: ozone / dichloromethane / 0.25 h / -78 °C
2.2: 0.17 h / Reflux
3.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate; hydrogen / methanol / 4 h / 0 - 20 °C
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C
5.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C / Inert atmosphere
5.2: 2 h / -78 °C / Inert atmosphere
6.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 °C
7.1: lithium borohydride / methanol / 0.5 h / 0 °C / Inert atmosphere
8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C
9.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
9.2: 6 h / -78 - 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; lithium borohydride; oxalyl dichloride; nickel(II) chloride hexahydrate; hydrogen; sodium hexamethyldisilazane; titanium tetrachloride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
2.2: |Wittig Olefination / 5.2: |Evans Aldol Reaction / 8.1: |Swern Oxidation / 8.2: |Swern Oxidation / 9.1: |Julia Olefin Synthesis / 9.2: |Julia Olefin Synthesis;
DOI:10.1016/j.tet.2012.11.075