Technology Process of 7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-
There total 48 articles about 7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)- 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:
-
C22H26N2O3;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 0.25h;
Inert atmosphere;
With
palladium diacetate; triphenylphosphine;
In
N,N-dimethyl-formamide;
at 90 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/acs.orglett.6b00661
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: potassium carbonate / methanol; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
2.1: pyridine / tetrahydrofuran; toluene / 2 h / -78 - -40 °C / Inert atmosphere
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
3.2: 1.5 h / -78 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / methanol / 8 h / 20 °C / Inert atmosphere
5.1: pyridine; pyridine hydrochloride / 23 h / 100 °C / Inert atmosphere
6.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
6.2: 2 h / 0 - 20 °C / Inert atmosphere
7.1: ammonia; sodium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
8.1: tetrahydrofuran; water / 4.5 h / 0 - 20 °C / Inert atmosphere
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
10.1: pyridine / 1 h / 0 - 20 °C / Inert atmosphere
11.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C / Inert atmosphere
11.2: 3 h / 90 °C / Inert atmosphere
With
pyridine; lithium aluminium tetrahydride; oxalyl dichloride; ammonia; pyridine hydrochloride; sodium; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 9-bora-bicyclo[3.3.1]nonane;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
3.1: |Swern Oxidation / 3.2: |Swern Oxidation / 7.1: |Birch Reduction;
DOI:10.1021/acs.orglett.6b00661
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: pyridine / tetrahydrofuran; toluene / 2 h / -78 - -40 °C / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
2.2: 1.5 h / -78 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / methanol / 8 h / 20 °C / Inert atmosphere
4.1: pyridine; pyridine hydrochloride / 23 h / 100 °C / Inert atmosphere
5.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
5.2: 2 h / 0 - 20 °C / Inert atmosphere
6.1: ammonia; sodium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
7.1: tetrahydrofuran; water / 4.5 h / 0 - 20 °C / Inert atmosphere
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
9.1: pyridine / 1 h / 0 - 20 °C / Inert atmosphere
10.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C / Inert atmosphere
10.2: 3 h / 90 °C / Inert atmosphere
With
pyridine; lithium aluminium tetrahydride; oxalyl dichloride; ammonia; pyridine hydrochloride; sodium; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 9-bora-bicyclo[3.3.1]nonane;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 6.1: |Birch Reduction;
DOI:10.1021/acs.orglett.6b00661