Technology Process of (4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
There total 1 articles about (4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate 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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69660-90-8
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
- Guidance literature:
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With
acetic acid;
for 0.5h;
Further byproducts given;
Heating;
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69660-90-8
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
- Guidance literature:
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1,2-diphenyltetramethyldisilane;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium;
In
tetrahydrofuran; diethyl ether;
at -78 - 0 ℃;
for 0.0833333h;
Inert atmosphere;
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate;
In
tetrahydrofuran; diethyl ether;
at -78 ℃;
for 0.333333h;
Inert atmosphere;
With
bis(η3-allyl-μ-chloropalladium(II)); allyl diethyl phosphate;
In
tetrahydrofuran; diethyl ether;
at -78 - 70 ℃;
for 0.666667h;
Inert atmosphere;
DOI:10.1002/anie.201810566
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69660-90-8
(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-methyl2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylate
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid; hydrogen bromide / dichloromethane / 26 h / 20 °C
1.2: 24 h / 35 °C
2.1: potassium iodide / N,N-dimethyl-formamide / 30 h / 120 °C
3.1: lithium iodide / N,N-dimethyl-formamide / 12 h / 153 °C / Inert atmosphere
With
hydrogen bromide; 3-chloro-benzenecarboperoxoic acid; potassium iodide; lithium iodide;
In
dichloromethane; N,N-dimethyl-formamide;
