Technology Process of (12R,16R)-2,2-dimethylpropionic acid 16-(tert-butyldiphenylsilanyloxy)-12-(tert-budyldimethylsilanyloxy)heptadec-14-ynyl ester
There total 12 articles about (12R,16R)-2,2-dimethylpropionic acid 16-(tert-butyldiphenylsilanyloxy)-12-(tert-budyldimethylsilanyloxy)heptadec-14-ynyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; triethylamine;
In
dichloromethane;
at 20 ℃;
for 24h;
DOI:10.1021/ja051986l
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 85 percent / hydrogen / Pd/C / tetrahydrofuran; ethanol / 2 h / 20 °C
2.1: 93 percent / pyridine; DMAP / CH2Cl2 / 20 h / 20 °C
3.1: 62 percent / FeCl3*6H2O*SiO2 / CHCl3 / 168 h / 20 °C
4.1: 83 percent / dibutyltin oxide; triethylamine / CH2Cl2 / 16 h / 20 °C
5.1: 100 percent / K2CO3 / methanol; CH2Cl2 / 1 h / 0 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.2: BF3*OEt2 / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.3: 88 percent / tetrahydrofuran; hexane / 1 h / -78 °C
7.1: 93 percent / triethylamine; DMAP / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; n-butyllithium; hydrogen; silica gel; iron(III) chloride; di(n-butyl)tin oxide; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; chloroform;
DOI:10.1021/ja051986l
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 92 percent / TBAF / tetrahydrofuran / 20 h / 20 °C
2.1: 85 percent / hydrogen / Pd/C / tetrahydrofuran; ethanol / 2 h / 20 °C
3.1: 93 percent / pyridine; DMAP / CH2Cl2 / 20 h / 20 °C
4.1: 62 percent / FeCl3*6H2O*SiO2 / CHCl3 / 168 h / 20 °C
5.1: 83 percent / dibutyltin oxide; triethylamine / CH2Cl2 / 16 h / 20 °C
6.1: 100 percent / K2CO3 / methanol; CH2Cl2 / 1 h / 0 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.2: BF3*OEt2 / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.3: 88 percent / tetrahydrofuran; hexane / 1 h / -78 °C
8.1: 93 percent / triethylamine; DMAP / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; silica gel; iron(III) chloride; di(n-butyl)tin oxide; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; chloroform;
DOI:10.1021/ja051986l
