Technology Process of [6'-(3-benzyloxy-propyl)-6,2'-diisobutyl-[2,3']bipyridinyl-5-yl]-methanol
There total 13 articles about [6'-(3-benzyloxy-propyl)-6,2'-diisobutyl-[2,3']bipyridinyl-5-yl]-methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
dichloromethane;
at -78 ℃;
for 2h;
DOI:10.1021/ol0521228
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 54 percent / tetrahydrofuran / 2.5 h / -78 - 0 °C
2.1: 79 percent / CrO3; H2SO4 / acetone; H2O / 0.67 h / 0 °C
3.1: ammonium acetate / toluene / 1 h / Heating
3.2: 65 percent / ytterbium(III) triflate / toluene / 48 h / Heating
4.1: 82 percent / DIBAL-H / CH2Cl2 / 2 h / -78 °C
5.1: 90 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1.42 h / -78 - 0 °C
6.1: 89 percent / tetrahydrofuran / -78 - 0 °C
7.1: 89 percent / MnO2 / CH2Cl2 / 3 h / 20 °C
8.1: ammonium acetate / toluene / 1 h / Heating
8.2: 78 percent / ytterbium(III) triflate / toluene / 48 h / Heating
9.1: 78 percent / DIBAL-H / CH2Cl2 / 2 h / -78 °C
With
chromium(VI) oxide; ammonium acetate; manganese(IV) oxide; oxalyl dichloride; sulfuric acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene;
2.1: Jones oxidation / 3.2: Bohlmann-Rahtz heteroannulation / 5.1: Swern oxidation / 8.2: Bohlmann-Rahtz heteroannulation;
DOI:10.1021/ol0521228
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 89 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 0.75 h / -78 - 0 °C
2.1: 54 percent / tetrahydrofuran / 2.5 h / -78 - 0 °C
3.1: 79 percent / CrO3; H2SO4 / acetone; H2O / 0.67 h / 0 °C
4.1: ammonium acetate / toluene / 1 h / Heating
4.2: 65 percent / ytterbium(III) triflate / toluene / 48 h / Heating
5.1: 82 percent / DIBAL-H / CH2Cl2 / 2 h / -78 °C
6.1: 90 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1.42 h / -78 - 0 °C
7.1: 89 percent / tetrahydrofuran / -78 - 0 °C
8.1: 89 percent / MnO2 / CH2Cl2 / 3 h / 20 °C
9.1: ammonium acetate / toluene / 1 h / Heating
9.2: 78 percent / ytterbium(III) triflate / toluene / 48 h / Heating
10.1: 78 percent / DIBAL-H / CH2Cl2 / 2 h / -78 °C
With
chromium(VI) oxide; ammonium acetate; manganese(IV) oxide; oxalyl dichloride; sulfuric acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene;
1.1: Swern oxidation / 3.1: Jones oxidation / 4.2: Bohlmann-Rahtz heteroannulation / 6.1: Swern oxidation / 9.2: Bohlmann-Rahtz heteroannulation;
DOI:10.1021/ol0521228