Technology Process of (((2S,3aR,4R,7S,8R)-2-(benzyloxy)-7-isopropyl-1,4-dimethyl-2,3,3a,4,7,8-hexahydro-4,7-epoxy-azulen-8-yl)oxy)(tert-butyl)dimethylsilane
There total 16 articles about (((2S,3aR,4R,7S,8R)-2-(benzyloxy)-7-isopropyl-1,4-dimethyl-2,3,3a,4,7,8-hexahydro-4,7-epoxy-azulen-8-yl)oxy)(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:
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1240318-07-3
(((2S,3aR,4R,7S,8R)-2-(benzyloxy)-7-isopropyl-1,4-dimethyl-2,3,3a,4,7,8-hexahydro-4,7-epoxy-azulen-8-yl)oxy)(tert-butyl)dimethylsilane
- Guidance literature:
-
C21H36O3Si;
With
sodium hydride;
In
N,N-dimethyl-formamide; mineral oil;
at 0 ℃;
for 0.0833333h;
Inert atmosphere;
benzyl bromide;
In
N,N-dimethyl-formamide; mineral oil;
at 0 - 60 ℃;
Inert atmosphere;
DOI:10.1021/ol1015652
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1240318-07-3
(((2S,3aR,4R,7S,8R)-2-(benzyloxy)-7-isopropyl-1,4-dimethyl-2,3,3a,4,7,8-hexahydro-4,7-epoxy-azulen-8-yl)oxy)(tert-butyl)dimethylsilane
- Guidance literature:
-
C21H36O3Si;
With
sodium hydride;
In
N,N-dimethyl-formamide; mineral oil;
at 0 ℃;
for 0.0833333h;
Inert atmosphere;
benzyl bromide;
In
N,N-dimethyl-formamide;
at 60 ℃;
for 0.333333h;
Inert atmosphere;
DOI:10.1002/asia.201101021
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1240318-07-3
(((2S,3aR,4R,7S,8R)-2-(benzyloxy)-7-isopropyl-1,4-dimethyl-2,3,3a,4,7,8-hexahydro-4,7-epoxy-azulen-8-yl)oxy)(tert-butyl)dimethylsilane
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: palladium 10% on activated carbon; hydrogen / diethyl ether / 1 h / 750.08 Torr
2.1: rhodium (II) octanoate dimer / hexane / 6 h / Inert atmosphere; Reflux
3.1: diisobutylaluminium hydride / n-heptane; dichloromethane / 0.25 h / -78 °C / Inert atmosphere
4.1: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / -30 °C / Inert atmosphere
5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C / Inert atmosphere
5.2: 1.75 h / -78 - 0 °C / Inert atmosphere
6.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C / Inert atmosphere
7.1: oxalic acid / methanol; dichloromethane / 0.5 h / 20 °C / Inert atmosphere
8.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
9.1: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine / 5 h / 85 °C / Inert atmosphere
10.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
11.1: sodium methylate / methanol / 0.17 h / 65 °C / Inert atmosphere
12.1: sodium tetrahydroborate / methanol / 0.25 h / 0 - 20 °C / Inert atmosphere
13.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 0 °C / Inert atmosphere
13.2: 0.33 h / 60 °C / Inert atmosphere
With
sodium tetrahydroborate; n-butyllithium; rhodium (II) octanoate dimer; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hexamethyldisilazane; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; oxalic acid; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; diethyl ether; hexane; n-heptane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
6.1: Rubottom oxidation / 9.1: Stetter reaction / 10.1: Aldol condensation;
DOI:10.1002/asia.201101021
