Technology Process of (2S,3aS,6R,7aS)-6-(tert-butyldimethylsiloxy)-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
There total 8 articles about (2S,3aS,6R,7aS)-6-(tert-butyldimethylsiloxy)-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-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:
-
-
320748-69-4
(2S,3aS,6R,7aS)-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
-
-
320748-70-7
(2S,3aS,6R,7aS)-6-(tert-butyldimethylsiloxy)-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
- Guidance literature:
-
With
1H-imidazole;
In
dichloromethane;
at 20 ℃;
for 16h;
DOI:10.1021/ol006759x
-
-
320748-70-7
(2S,3aS,6R,7aS)-6-(tert-butyldimethylsiloxy)-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 90 percent / DMAP; pyridine / CH2Cl2 / 50 h / 40 °C
2.1: 78 percent / NaHCO3 / dimethylsulfoxide / 1 h / 90 °C
3.1: AcOH / tetrahydrofuran
3.2: 75 percent / zinc; BrCH2CH2Br; TMSCl / tetrahydrofuran / 9 h / 65 °C
4.1: 95 percent / H2 / PtO2 / acetic acid; ethanol / 1 h / 0 °C / 760.05 Torr
5.1: 68 percent / L-selectride / tetrahydrofuran / 3 h / -78 °C
6.1: 87 percent / imidazole / CH2Cl2 / 16 h / 20 °C
With
pyridine; 1H-imidazole; dmap; hydrogen; L-Selectride; sodium hydrogencarbonate; acetic acid;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/ol006759x
-
-
320748-70-7
(2S,3aS,6R,7aS)-6-(tert-butyldimethylsiloxy)-2,3,3a,4,5,6,7,7a-octahydroindole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 78 percent / NaHCO3 / dimethylsulfoxide / 1 h / 90 °C
2.1: AcOH / tetrahydrofuran
2.2: 75 percent / zinc; BrCH2CH2Br; TMSCl / tetrahydrofuran / 9 h / 65 °C
3.1: 95 percent / H2 / PtO2 / acetic acid; ethanol / 1 h / 0 °C / 760.05 Torr
4.1: 68 percent / L-selectride / tetrahydrofuran / 3 h / -78 °C
5.1: 87 percent / imidazole / CH2Cl2 / 16 h / 20 °C
With
1H-imidazole; hydrogen; L-Selectride; sodium hydrogencarbonate; acetic acid;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/ol006759x
