Technology Process of (3S,4S,9S)-4-(tert-butyldimethylsilyloxy)-10-(tert-butyldiphenylsilyloxy)-3,9-dimethyl-decan-1-ol
There total 11 articles about (3S,4S,9S)-4-(tert-butyldimethylsilyloxy)-10-(tert-butyldiphenylsilyloxy)-3,9-dimethyl-decan-1-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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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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(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;
With
dimethylsulfide borane complex; cyclohexene;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
With
dihydrogen peroxide; sodium hydroxide;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
DOI:10.1016/j.tet.2012.11.075
- Guidance literature:
-
Multi-step reaction with 6 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
6.1: cyclohexene; dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 20 °C
6.2: 3 h / 0 - 20 °C
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; dimethylsulfide borane complex; sodium hexamethyldisilazane; titanium tetrachloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; cyclohexene;
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
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
1.2: 6 h / -78 - 20 °C
2.1: cyclohexene; dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 20 °C
2.2: 3 h / 0 - 20 °C
With
dimethylsulfide borane complex; sodium hexamethyldisilazane; cyclohexene;
In
tetrahydrofuran;
1.1: |Julia Olefin Synthesis / 1.2: |Julia Olefin Synthesis;
DOI:10.1016/j.tet.2012.11.075
