Technology Process of (2E,6E,8E)-(4R,5S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8-tetramethyl-5-triethylsilanyloxy-docosa-2,6,8-trienoic acid
There total 18 articles about (2E,6E,8E)-(4R,5S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8-tetramethyl-5-triethylsilanyloxy-docosa-2,6,8-trienoic acid 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
sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene;
In
water; tert-butyl alcohol;
at 20 ℃;
for 15h;
DOI:10.1039/b305818b
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 98 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 20 h / 0 °C
2: 84 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 0 °C
3: tetrahydrofuran / 12 h / Heating
4: 2.67 g / diisobutylaluminum hydride / CH2Cl2; hexane / -78 °C
5: 89 percent / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH2Cl2 / 1 h / 20 °C
6: tetrahydrofuran / Heating
7: 1.98 g / diisobutylaluminun hydride / CH2Cl2; hexane / -78 °C
8: 95 percent / manganese(IV) oxide / CH2Cl2 / 15 h / 20 °C
9: 78 percent / tin(II) trifluoromethanesufonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH2Cl2 / 16 h / -78 °C
10: 85 percent / 2,6-lutidine / CH2Cl2 / 2 h / 20 °C
11: 95 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 0.08 h / -78 °C
12: 98 percent / CH2Cl2 / Heating
13: 87 percent / diisobutylaluminum hydride / CH2Cl2; hexane / -78 °C
14: manganese(IV) oxide / CH2Cl2 / 20 °C
15: 91 percent / sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 15 h / 20 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; 2-methyl-but-2-ene; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol;
2: Swern oxidation / 3: Wittig reaction / 6: Wittig reaction / 12: Wittig reaction;
DOI:10.1039/b305818b
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 85 percent / 2,6-lutidine / CH2Cl2 / 2 h / 20 °C
2: 95 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 0.08 h / -78 °C
3: 98 percent / CH2Cl2 / Heating
4: 87 percent / diisobutylaluminum hydride / CH2Cl2; hexane / -78 °C
5: manganese(IV) oxide / CH2Cl2 / 20 °C
6: 91 percent / sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 15 h / 20 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride;
In
hexane; dichloromethane; water; tert-butyl alcohol;
3: Wittig reaction;
DOI:10.1039/b305818b
