Technology Process of 1-((6Z,10E,14E)-16-Benzyloxy-2,6,10,14-tetramethyl-hexadeca-2,6,10,14-tetraene-4-sulfonyl)-4-methyl-benzene
There total 10 articles about 1-((6Z,10E,14E)-16-Benzyloxy-2,6,10,14-tetramethyl-hexadeca-2,6,10,14-tetraene-4-sulfonyl)-4-methyl-benzene 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:
-
prenyl tolyl sulfone;
With
n-butyllithium;
In
tetrahydrofuran;
at -40 ℃;
((2E,6E,10Z)-12-Bromo-3,7,11-trimethyl-dodeca-2,6,10-trienyloxymethyl)-benzene;
In
tetrahydrofuran;
at -40 - 20 ℃;
DOI:10.1021/jo0517489
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 94 percent / 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
2.1: DIBAL-H / diethyl ether; hexane / 0 - 20 °C
3.1: Et3N / CH2Cl2 / -40 °C
4.1: LiBr / CH2Cl2; tetrahydrofuran / -40 - 0 °C
5.1: butyllithium / tetrahydrofuran / -40 °C
5.2: tetrahydrofuran / -40 - 20 °C
With
n-butyllithium; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; lithium bromide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
1.1: Still-Gennari olefination / 5.2: Beillmann coupling;
DOI:10.1021/jo0517489
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 4.1 g / H2SO4 / H2O / 2 h
2.1: 91 percent / NaIO4 / H2O; tetrahydrofuran / 2 h
3.1: 94 percent / 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
4.1: DIBAL-H / diethyl ether; hexane / 0 - 20 °C
5.1: Et3N / CH2Cl2 / -40 °C
6.1: LiBr / CH2Cl2; tetrahydrofuran / -40 - 0 °C
7.1: butyllithium / tetrahydrofuran / -40 °C
7.2: tetrahydrofuran / -40 - 20 °C
With
sodium periodate; n-butyllithium; 18-crown-6 ether; sulfuric acid; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; lithium bromide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene;
3.1: Still-Gennari olefination / 7.2: Beillmann coupling;
DOI:10.1021/jo0517489
