Technology Process of (1S,2S,3S,4Z,6S,7S,8R)-2-formyl-7-[(4-methoxyphenyl)methoxy]-8-methyl-3-[2-(triphenylmethoxy)ethyl]bicyclo[4.3.0]non-4-ene
There total 33 articles about (1S,2S,3S,4Z,6S,7S,8R)-2-formyl-7-[(4-methoxyphenyl)methoxy]-8-methyl-3-[2-(triphenylmethoxy)ethyl]bicyclo[4.3.0]non-4-ene 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
2,6-di-tert-butyl-4-methyl-phenol;
In
toluene;
at 150 ℃;
for 5h;
DOI:10.1021/ja048320w
- Guidance literature:
-
Multi-step reaction with 11 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
9: 100 percent / Bu4NF / tetrahydrofuran / 2.5 h / 0 °C
10: 83 percent / MnO2 / CH2Cl2 / 0.5 h / 0 °C
11: 75 percent / 2,6-di-tert-butyl-4-methylphenol / toluene / 5 h / 150 °C
With
quinoline; dmap; manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1-hexene; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; 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 / 11: intramolecular Diels-Alder reaction;
DOI:10.1021/ja048320w
- Guidance literature:
-
Multi-step reaction with 12 steps
1: Amberlyst 15 / aq. methanol / 12 h / 50 °C
2: 18.9 g / TsOH*H2O / dimethylformamide / 17 h / 50 °C
3: 15.6 g / DIBAL-H / CH2Cl2; toluene / 4.5 h / -78 °C
4: 73 percent / Et3N; DMAP / CH2Cl2 / 2 h / -78 - -20 °C
5: Dess-Martin periodinane / CH2Cl2 / 2 h / 0 °C
6: 12.2 g / PPh3 / CH2Cl2 / 1 h / -78 °C
7: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
8: 91 percent / Et3N; Pd(PPh3)4; CuI / 2.5 h
9: 66 percent / H2; quinoline; 1-hexene / Lindlar catalyst / 2 h / atmospheric pressure
10: 100 percent / Bu4NF / tetrahydrofuran / 2.5 h / 0 °C
11: 83 percent / MnO2 / CH2Cl2 / 0.5 h / 0 °C
12: 75 percent / 2,6-di-tert-butyl-4-methylphenol / toluene / 5 h / 150 °C
With
quinoline; dmap; manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; 1-hexene; Amberlyst 15; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; 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;
5: Dess-Martin oxidation / 6: Corey-Fuchs reaction / 12: intramolecular Diels-Alder reaction;
DOI:10.1021/ja048320w
![(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al](/Databaselist/images/loading.webp)
