Technology Process of (4aS,11aR,12aS,13S)-3,7-bis(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-(trifluoromethyl)-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione
There total 9 articles about (4aS,11aR,12aS,13S)-3,7-bis(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-(trifluoromethyl)-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione 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:
-
-
1268464-04-5
(4aS,11aR,12aS,13S)-3,7-bis(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-(trifluoromethyl)-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione
- Guidance literature:
-
With
N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide;
at -78 - 25 ℃;
for 1.5h;
-
-
1268464-04-5
(4aS,11aR,12aS,13S)-3,7-bis(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-(trifluoromethyl)-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium carbonate / acetone / 25 °C
2.1: potassium tert-butylate; n-butyllithium / tetrahydrofuran / 4 h / -78 °C
2.2: 1.5 h / -78 - 25 °C
3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 4 h / 0 °C
3.2: 1 h / -78 - 25 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 25 °C
5.1: dmap; triethylamine / dichloromethane / 12 h / 25 °C
6.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 25 °C
7.2: 12 h / 25 °C
8.1: lithium diisopropyl amide; N,N,N,N,-tetramethylethylenediamine / 1.5 h / -78 - 25 °C
With
2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; boron tribromide; sodium hydride; potassium carbonate; triethylamine; lithium diisopropyl amide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;
-
-
1268464-04-5
(4aS,11aR,12aS,13S)-3,7-bis(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-(trifluoromethyl)-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium tert-butylate; n-butyllithium / tetrahydrofuran / 4 h / -78 °C
1.2: 1.5 h / -78 - 25 °C
2.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 4 h / 0 °C
2.2: 1 h / -78 - 25 °C
3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 25 °C
4.1: dmap; triethylamine / dichloromethane / 12 h / 25 °C
5.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 25 °C
6.2: 12 h / 25 °C
7.1: lithium diisopropyl amide; N,N,N,N,-tetramethylethylenediamine / 1.5 h / -78 - 25 °C
With
2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; boron tribromide; sodium hydride; triethylamine; lithium diisopropyl amide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;