Technology Process of (3S,7S,8R,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-7,8-oxahexahydroindolizin-5-one
There total 14 articles about (3S,7S,8R,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-7,8-oxahexahydroindolizin-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
urea-hydrogen peroxide; trifluoroacetic acid;
In
dichloromethane;
at 0 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisobutylaluminium hydride / toluene / 1.5 h / -78 °C
2.1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 16 h / 20 °C
3.1: CuBr*Me2S / diethyl ether; tetrahydrofuran / 0.67 h / -40 °C
3.2: 1.1 g / boron trifluoride diethyl etherate / diethyl ether; tetrahydrofuran / 5 h / -40 - 0 °C
4.1: TMSOTf; i-Pr2NEt / CH2Cl2 / 1.5 h / 0 °C
5.1: EDC; 4-(dimethylamino)pyridine / CH2Cl2 / 0.75 h
6.1: 2.14 g / Cl2(Cy3P)2Ru=CHPh / CH2Cl2 / 15 h / Heating
7.1: 78 percent / urea-hydrogen peroxide; trifluoroacetic acid / CH2Cl2 / 2 h / 0 °C
With
dmap; Grubbs catalyst first generation; copper(I) bromide dimethylsulfide complex; trimethylsilyl trifluoromethanesulfonate; urea-hydrogen peroxide; diisobutylaluminium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
6.1: Grubbs ring-closure metathesis reaction;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 16 h / 20 °C
2.1: CuBr*Me2S / diethyl ether; tetrahydrofuran / 0.67 h / -40 °C
2.2: 1.1 g / boron trifluoride diethyl etherate / diethyl ether; tetrahydrofuran / 5 h / -40 - 0 °C
3.1: TMSOTf; i-Pr2NEt / CH2Cl2 / 1.5 h / 0 °C
4.1: EDC; 4-(dimethylamino)pyridine / CH2Cl2 / 0.75 h
5.1: 2.14 g / Cl2(Cy3P)2Ru=CHPh / CH2Cl2 / 15 h / Heating
6.1: 78 percent / urea-hydrogen peroxide; trifluoroacetic acid / CH2Cl2 / 2 h / 0 °C
With
dmap; Grubbs catalyst first generation; copper(I) bromide dimethylsulfide complex; trimethylsilyl trifluoromethanesulfonate; urea-hydrogen peroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane;
5.1: Grubbs ring-closure metathesis reaction;