Technology Process of (1S,3R,4S,6R,8R,9R)-6,12-dimethyl-13-(phenysulfinyl)-10-azatetracyclo[7.2.2.03,8.04,10]tridec-12-ene
There total 18 articles about (1S,3R,4S,6R,8R,9R)-6,12-dimethyl-13-(phenysulfinyl)-10-azatetracyclo[7.2.2.03,8.04,10]tridec-12-ene 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
3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;
In
dichloromethane;
at 0 ℃;
for 0.5h;
DOI:10.1021/ja109516f
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.5 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C
With
tert.-butyl lithium; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ja109516f
-
-
1260224-14-3
(3'R,4a'S,8a'R)-3',6'-dimethyl-3',4',4a',5',8',8a'-hexahydro-2'H-spiro[[1,3]-dioxolane-2,1'-naphthalene]
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: iron(III) chloride; silica gel / acetone / 2.5 h / 20 °C
2.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 50 °C
3.1: silica gel / acetic acid; water / 16 h / 60 °C
4.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol; ethyl acetate / 20 °C
5.1: methanol; ethyl acetate / Inert atmosphere
6.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water; isopropyl alcohol / 3 h / 0 - 20 °C
7.1: trifluoroacetic acid / dichloromethane / 20 °C
8.1: pyridine / 1.5 h / Reflux
9.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.5 h / -78 °C
9.2: 2 h / -78 °C
10.1: trifluoroacetic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C
With
iron(III) chloride; 10 wt% Pd(OH)2 on carbon; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; silica gel; sodium tris(acetoxy)borohydride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic acid; ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol; acetone; pentane;
DOI:10.1021/ja312065m