Technology Process of 7-allyl-1-(3-phenylallyl)-6-oxo-(2S,3,3aR,6,7,7aR)-hexahydro-1H-indole-2-carboxylic acid methyl ester
There total 10 articles about 7-allyl-1-(3-phenylallyl)-6-oxo-(2S,3,3aR,6,7,7aR)-hexahydro-1H-indole-2-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-(3-phenylallyl)-6-oxo-(2S,3,3aR,6,7,7aR)-hexahydro-1H-indole-2-carboxylic acid methyl ester;
With
potassium hexamethylsilazane;
In
tetrahydrofuran;
at -90 ℃;
for 0.0833333h;
allyl iodid;
In
tetrahydrofuran;
at -90 ℃;
for 0.5h;
DOI:10.1021/ja044280k
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 97 percent / cerium(III) chloride heptahydrate; NaBH4 / tetrahydrofuran; methanol / 15 h / 0 °C
2.1: 93 percent / Pd2(dba)3*CHCl3; tribenzylphosphine; triethylamine / formic acid / tetrahydrofuran / 16 h / Heating
3.1: 97 percent / imidazole; dimethylaminopyridine / CH2Cl2 / 2 h / 0 °C
4.1: 90 percent / triethylsilane; palladium(II) acetate; triethylamine / CH2Cl2 / 15 h / 20 °C
5.1: 96 percent / K2CO3 / toluene / 15 h / 60 °C
6.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
7.1: 88 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 15 h / 20 °C
8.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran / 0.08 h / -90 °C
8.2: 66 percent / tetrahydrofuran / 0.5 h / -90 °C
With
1H-imidazole; triethylsilane; dmap; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium tetrahydroborate; cerium(III) chloride; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; palladium diacetate; potassium hexamethylsilazane; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; tribenzylphosphine;
formic acid;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
1.1: Luche reduction;
DOI:10.1021/ja044280k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 26 g / dimethylaminopyridine; pyridine / CH2Cl2 / 20 h / Heating
2.1: 97 percent / cerium(III) chloride heptahydrate; NaBH4 / tetrahydrofuran; methanol / 15 h / 0 °C
3.1: 93 percent / Pd2(dba)3*CHCl3; tribenzylphosphine; triethylamine / formic acid / tetrahydrofuran / 16 h / Heating
4.1: 97 percent / imidazole; dimethylaminopyridine / CH2Cl2 / 2 h / 0 °C
5.1: 90 percent / triethylsilane; palladium(II) acetate; triethylamine / CH2Cl2 / 15 h / 20 °C
6.1: 96 percent / K2CO3 / toluene / 15 h / 60 °C
7.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
8.1: 88 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 15 h / 20 °C
9.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran / 0.08 h / -90 °C
9.2: 66 percent / tetrahydrofuran / 0.5 h / -90 °C
With
pyridine; 1H-imidazole; triethylsilane; dmap; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium tetrahydroborate; cerium(III) chloride; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; palladium diacetate; potassium hexamethylsilazane; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; tribenzylphosphine;
formic acid;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
2.1: Luche reduction;
DOI:10.1021/ja044280k
