Technology Process of 9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether
There total 19 articles about 9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether 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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68690-52-8,68738-08-9,92542-05-7
9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether
- Guidance literature:
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(2E,6E)-3,7,11-trimethyl-1-(p-tolylsulfonyl)dodeca-2,6,10-triene;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium;
In
tetrahydrofuran; hexane;
at -55 ℃;
for 0.333333h;
(2Z,6Z)-1-chloro-8-(benzyloxy)-2,6-dimethylocta-2,6-diene;
With
N,N,N,N,N,N-hexamethylphosphoric triamide;
In
tetrahydrofuran; hexane;
at -55 - 10 ℃;
for 3.5h;
DOI:10.1002/chem.201301074
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68690-52-8,68738-08-9,92542-05-7
9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether
- Guidance literature:
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(2E,6E)-3,7,11-trimethyl-1-(p-tolylsulfonyl)dodeca-2,6,10-triene;
With
n-butyllithium;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 ℃;
for 1.5h;
Inert atmosphere;
C17H23BrO;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 ℃;
for 6h;
Inert atmosphere;
DOI:10.1021/ja306184m
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68690-52-8,68738-08-9,92542-05-7
9-(R/S)-p-toluenesulfonyl-3,7,11,15,19-pentamethyleicosa-2Z,6Z,10E,14E,18-pentaen-1-ol benzyl ether
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / methanol / 6 h / 20 °C / Inert atmosphere
2.1: methanesulfonic acid; triethylamine / tetrahydrofuran / 1 h / Cooling with ice; Inert atmosphere
2.2: 2 h / Cooling with ice; Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane / 1.5 h / -78 °C / Inert atmosphere
3.2: 6 h / -78 °C / Inert atmosphere
With
n-butyllithium; methanesulfonic acid; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
DOI:10.1021/ja306184m
