Technology Process of (2E,5R,6S,7Z,9E)-1-(tert-butyldiphenylsilyloxy)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatriene
There total 27 articles about (2E,5R,6S,7Z,9E)-1-(tert-butyldiphenylsilyloxy)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatriene 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:
-
With
quinoline; 1-hexene; hydrogen;
Lindlar's catalyst;
for 2h;
atmospheric pressure;
DOI:10.1021/ja048320w
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 18.9 g / TsOH*H2O / dimethylformamide / 17 h / 50 °C
2: 15.6 g / DIBAL-H / CH2Cl2; toluene / 4.5 h / -78 °C
3: 73 percent / Et3N; DMAP / CH2Cl2 / 2 h / -78 - -20 °C
4: Dess-Martin periodinane / CH2Cl2 / 2 h / 0 °C
5: 12.2 g / PPh3 / CH2Cl2 / 1 h / -78 °C
6: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
7: 91 percent / Et3N; Pd(PPh3)4; CuI / 2.5 h
8: 66 percent / H2; quinoline; 1-hexene / Lindlar catalyst / 2 h / atmospheric pressure
With
quinoline; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1-hexene; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; triphenylphosphine;
Lindlar's catalyst;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
4: Dess-Martin oxidation / 5: Corey-Fuchs reaction;
DOI:10.1021/ja048320w
- Guidance literature:
-
Multi-step reaction with 10 steps
1: DIBAL-H / CH2Cl2; toluene / 0.75 h / -78 °C
2: Amberlyst 15 / aq. methanol / 12 h / 50 °C
3: 18.9 g / TsOH*H2O / dimethylformamide / 17 h / 50 °C
4: 15.6 g / DIBAL-H / CH2Cl2; toluene / 4.5 h / -78 °C
5: 73 percent / Et3N; DMAP / CH2Cl2 / 2 h / -78 - -20 °C
6: Dess-Martin periodinane / CH2Cl2 / 2 h / 0 °C
7: 12.2 g / PPh3 / CH2Cl2 / 1 h / -78 °C
8: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
9: 91 percent / Et3N; Pd(PPh3)4; CuI / 2.5 h
10: 66 percent / H2; quinoline; 1-hexene / Lindlar catalyst / 2 h / atmospheric pressure
With
quinoline; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1-hexene; Amberlyst 15; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; triphenylphosphine;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
6: Dess-Martin oxidation / 7: Corey-Fuchs reaction;
DOI:10.1021/ja048320w
![(2E,5R,6S,9E)-1-(tert-butyldiphenylsilyloxy)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,9-dodecadien-7-yne](/Databaselist/images/loading.webp)
