Technology Process of {(R)-11-(benzyloxy)-2,2-dichloro-12-[(2R,2'S,3S,3'S)-3'-hexyl-2,2'-bioxiran-3-yl]dodecyloxy}(tert-butyl)dimethylsilane
There total 20 articles about {(R)-11-(benzyloxy)-2,2-dichloro-12-[(2R,2'S,3S,3'S)-3'-hexyl-2,2'-bioxiran-3-yl]dodecyloxy}(tert-butyl)dimethylsilane 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:
- Guidance literature:
-
(7R,8S,9S,10S,12R)-12-(benzyloxy)-22-(tert-butyldimethylsilyloxy)-7,8,21,21-tetrachlorodocosane-9,10-diol;
With
sodium hydride;
In
tetrahydrofuran; oil;
at 0 ℃;
for 1.25h;
With
15-crown-5;
In
tetrahydrofuran; oil;
at 0 - 20 ℃;
DOI:10.1021/ol1029518
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium nitrite / N,N-dimethyl-formamide / 0.33 h / 20 °C
2.1: phenyl isocyanate; triethylamine / toluene / 20 - 90 °C
3.1: water; molybdenum hexacarbonyl / acetonitrile / 20 - 90 °C
4.1: acetic acid; tetramethylammonium triacetoxyborohydride / dichloromethane; acetonitrile / 1 h / 20 °C
5.1: pyridinium p-toluenesulfonate / dichloromethane / 2.83 h / 20 °C
6.1: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / 0 °C
7.1: sodium hydride / tetrahydrofuran; oil / 1.25 h / 0 °C
7.2: 0 - 20 °C
With
water; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; phenyl isocyanate; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; sodium nitrite; molybdenum hexacarbonyl;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; oil;
7.1: Payne rearrangement;
DOI:10.1021/ol1029518
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: vinyl acetate; lipase PS IM Amano; triethylamine / tert-butyl methyl ether / 120 h / 20 °C / Enzymatic reaction
2.1: 2,6-dimethylpyridine / dichloromethane / 0.83 h / 20 °C
3.1: phenyl isocyanate; triethylamine / toluene / 20 - 90 °C
4.1: water; molybdenum hexacarbonyl / acetonitrile / 20 - 90 °C
5.1: acetic acid; tetramethylammonium triacetoxyborohydride / dichloromethane; acetonitrile / 1 h / 20 °C
6.1: pyridinium p-toluenesulfonate / dichloromethane / 2.83 h / 20 °C
7.1: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / 0 °C
8.1: sodium hydride / tetrahydrofuran; oil / 1.25 h / 0 °C
8.2: 0 - 20 °C
With
2,6-dimethylpyridine; vinyl acetate; lipase PS IM Amano; water; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; phenyl isocyanate; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; molybdenum hexacarbonyl;
In
tetrahydrofuran; hexane; dichloromethane; tert-butyl methyl ether; toluene; acetonitrile; oil;
8.1: Payne rearrangement;
DOI:10.1021/ol1029518
