Technology Process of 6-(tert-butyldimethylsilanyloxy)-1-(3-phenylallyl)-(2S,3,3aR,6S,7,7aR)-hexahydro-1H-indole-2-carboxylic acid methyl ester
There total 9 articles about 6-(tert-butyldimethylsilanyloxy)-1-(3-phenylallyl)-(2S,3,3aR,6S,7,7aR)-hexahydro-1H-indole-2-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
toluene;
at 60 ℃;
for 15h;
DOI:10.1021/ja044280k
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 26 g / dimethylaminopyridine; pyridine / CH2Cl2 / 20 h / Heating
2: 97 percent / cerium(III) chloride heptahydrate; NaBH4 / tetrahydrofuran; methanol / 15 h / 0 °C
3: 93 percent / Pd2(dba)3*CHCl3; tribenzylphosphine; triethylamine / formic acid / tetrahydrofuran / 16 h / Heating
4: 97 percent / imidazole; dimethylaminopyridine / CH2Cl2 / 2 h / 0 °C
5: 90 percent / triethylsilane; palladium(II) acetate; triethylamine / CH2Cl2 / 15 h / 20 °C
6: 96 percent / K2CO3 / toluene / 15 h / 60 °C
With
pyridine; 1H-imidazole; triethylsilane; dmap; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium tetrahydroborate; cerium(III) chloride; palladium diacetate; potassium carbonate; triethylamine; tribenzylphosphine;
formic acid;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
2: Luche reduction;
DOI:10.1021/ja044280k
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 97 percent / cerium(III) chloride heptahydrate; NaBH4 / tetrahydrofuran; methanol / 15 h / 0 °C
2: 93 percent / Pd2(dba)3*CHCl3; tribenzylphosphine; triethylamine / formic acid / tetrahydrofuran / 16 h / Heating
3: 97 percent / imidazole; dimethylaminopyridine / CH2Cl2 / 2 h / 0 °C
4: 90 percent / triethylsilane; palladium(II) acetate; triethylamine / CH2Cl2 / 15 h / 20 °C
5: 96 percent / K2CO3 / toluene / 15 h / 60 °C
With
1H-imidazole; triethylsilane; dmap; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium tetrahydroborate; cerium(III) chloride; palladium diacetate; potassium carbonate; triethylamine; tribenzylphosphine;
formic acid;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
1: Luche reduction;
DOI:10.1021/ja044280k