Technology Process of (2S)-6-(benzyloxy)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyl-2-(phenylsulfonyl)trideca-3,7,11-trien-1-yl)chromane
There total 18 articles about (2S)-6-(benzyloxy)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyl-2-(phenylsulfonyl)trideca-3,7,11-trien-1-yl)chromane 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:
-
(E,E)-farnesyl phenylsulfone;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 30h;
(S)-[3,4-dihydro-6-benzyloxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl]methyl trifluoromethane-sulfonate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 28h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 62 percent / triethylamine / CH2Cl2 / 0.5 h / -10 °C
2.1: hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 60 percent / tetrahydrofuran; hexane / 18 h / -78 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2006.03.035
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 97 percent / ethylmagnesium bromide / tetrahydrofuran / 1.5 h / 20 °C
2.1: 86 percent / triethylamine; 4-dimethyaminopyridine / CH2Cl2 / 288 h / 20 °C
3.1: 36 percent / lithium triethylborohydride / tetrahydrofuran / 16 h
4.1: 100 percent / glacial acetic acid; N-tetrabutylammonium fluoride / tetrahydrofuran / 72 h / 20 °C
5.1: 80 percent / sodium hydride / tetrahydrofuran / 20 h / 20 °C
6.1: 62 percent / triethylamine / CH2Cl2 / 0.5 h / -10 °C
7.1: hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.2: 60 percent / tetrahydrofuran; hexane / 18 h / -78 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; ethylmagnesium bromide; tetrabutyl ammonium fluoride; sodium hydride; lithium triethylborohydride; acetic acid; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2006.03.035
![(S)-[3,4-dihydro-6-benzyloxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl]methyl trifluoromethane-sulfonate](/Databaselist/images/loading.webp)
