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 ethyl ester
There total 15 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 ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 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
With
2,6-dimethylpyridine; manganese(IV) oxide; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane;
2: Swern oxidation / 3: Wittig reaction / 6: Wittig reaction / 12: Wittig reaction;
DOI:10.1039/b305818b
- Guidance literature:
-
Multi-step reaction with 3 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
With
2,6-dimethylpyridine; diisobutylaluminium hydride;
In
hexane; dichloromethane;
3: Wittig reaction;
DOI:10.1039/b305818b
