Technology Process of (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizine-1-carboxylic acid methyl ester
There total 13 articles about (6R,7aR)-6-(tert-butyldiphenylsilanoxy)-5,6,7,7a-tetrahydro-3H-pyrrolizine-1-carboxylic acid methyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
triethylamine; triphenylphosphine;
palladium diacetate;
In
N,N-dimethyl-formamide;
DOI:10.1021/ol034369f
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: borane-dimethyl sulfide complex / tetrahydrofuran / 5.5 h / Heating
1.2: triethylamine / Pd/C / methanol / 20 °C
1.3: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH2Cl2 / -60 - 20 °C
2.1: 0.266 g / sodium borohydride / ethanol / 4 h / 0 °C
3.1: 82 percent / imidazole; DMAP / dimethylformamide / 20 °C
4.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C
5.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH2Cl2 / -60 - 20 °C
6.1: LiHMDS / tetrahydrofuran / 1.5 h / -90 - -65 °C
6.2: 0.046 g / tetrahydrofuran / 2 h / -65 - -50 °C
7.1: 63 percent / P(C6H5)3; triethylamine; Pd(OAc)2 / dimethylformamide / 4 h / 40 °C
With
1H-imidazole; dmap; palladium diacetate; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
1.3: Swern oxidation / 5.1: Swern oxidation;
DOI:10.1021/jo050983o
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: borane-dimethyl sulfide complex / tetrahydrofuran / 5.5 h / Heating
1.2: triethylamine / Pd/C / methanol / 20 °C
1.3: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH2Cl2 / -60 - 20 °C
2.1: 0.266 g / sodium borohydride / ethanol / 4 h / 0 °C
3.1: 82 percent / imidazole; DMAP / dimethylformamide / 20 °C
4.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C
5.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH2Cl2 / -60 - 20 °C
6.1: LiHMDS / tetrahydrofuran / 1.5 h / -90 - -65 °C
6.2: 0.046 g / tetrahydrofuran / 2 h / -65 - -50 °C
7.1: 63 percent / P(C6H5)3; triethylamine; Pd(OAc)2 / dimethylformamide / 4 h / 40 °C
With
1H-imidazole; dmap; palladium diacetate; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
2.3: Swern oxidation / 6.1: Swern oxidation;
DOI:10.1021/jo050983o
