Technology Process of (1S,3aS)-1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1,2,3,3a,4,5,8,9-octahydropyrrolo-[1,2-a]quinolin-6(7H)-one
There total 5 articles about (1S,3aS)-1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1,2,3,3a,4,5,8,9-octahydropyrrolo-[1,2-a]quinolin-6(7H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
10% Pd/C;
In
methanol;
at 20 ℃;
for 24h;
under 760.051 Torr;
Overall yield = 75 %; Overall yield = 270 mg;
DOI:10.3998/ark.5550190.0011.402
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: ethanol / 0.5 h / 0 °C / Inert atmosphere
2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere
4.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
4.2: 2 h / 0 °C / Inert atmosphere
5.1: toluene-4-sulfonic acid / acetone / 0.5 h / 0 °C
6.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 1 h / 20 °C
7.1: 10% Pd/C / methanol / 24 h / 20 °C / 760.05 Torr
With
1H-imidazole; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 10% Pd/C; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; L-proline;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
4.1: |Wittig Olefination;
DOI:10.3998/ark.5550190.0011.402
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
2.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
3.2: 2 h / 0 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / acetone / 0.5 h / 0 °C
5.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 1 h / 20 °C
6.1: 10% Pd/C / methanol / 24 h / 20 °C / 760.05 Torr
With
1H-imidazole; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 10% Pd/C; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; L-proline;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
3.1: |Wittig Olefination;
DOI:10.3998/ark.5550190.0011.402
