Technology Process of Benzeneacetic acid,(4S,4aS,6aR,11S,11aS,13aR)-4,4a,11,11a-tetrahydro-6,13-dioxo-7H,14H-6a,13a-epidithio-6H,13H-pyrazino[1,2-a:4,5-a']diindole-4,11-diylester (9CI)
There total 15 articles about Benzeneacetic acid,(4S,4aS,6aR,11S,11aS,13aR)-4,4a,11,11a-tetrahydro-6,13-dioxo-7H,14H-6a,13a-epidithio-6H,13H-pyrazino[1,2-a:4,5-a']diindole-4,11-diylester (9CI) 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
oxygen;
In
methanol; ethyl acetate;
at 25 ℃;
for 2h;
Darkness;
DOI:10.1021/ja308429f
- Guidance literature:
-
Multi-step reaction with 15 steps
1: dmap; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
2: palladium diacetate; triethylamine; triphenylphosphine / toluene / 3.33 h / 25 - 110 °C / Inert atmosphere
3: oxygen; 5,15,10,20-tetraphenylporphyrin / dichloromethane / 24 h / 25 °C / Inert atmosphere; UV-irradiation
4: thiourea / methanol / 2 h / 25 °C / Inert atmosphere
5: triethylamine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere
6: toluene / 3 h / 110 °C / Inert atmosphere
7: phosphorous acid trimethyl ester / 16 h / 111 °C / Inert atmosphere
8: hydrogenchloride / diethyl ether; dichloromethane / 0.25 h / 0 °C / Inert atmosphere
9: trifluoroacetic acid / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere
10: N-ethyl-N,N-diisopropylamine / dichloromethane / 17 h / 0 - 25 °C / Inert atmosphere
11: tris-(dibenzylideneacetone)dipalladium(0); diethylamine; 1,4-di(diphenylphosphino)-butane / tetrahydrofuran / 2.05 h / 25 °C / Inert atmosphere
12: sulfur; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 5 h / 25 °C / Inert atmosphere
13: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere
14: 1.3-propanedithiol; triethylamine / dichloromethane; acetonitrile / 0.5 h / 25 °C / Inert atmosphere
15: oxygen / methanol; ethyl acetate / 2 h / 25 °C / Darkness
With
1.3-propanedithiol; hydrogenchloride; sulfur; dmap; tris-(dibenzylideneacetone)dipalladium(0); oxygen; palladium diacetate; 5,15,10,20-tetraphenylporphyrin; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; dicyclohexyl-carbodiimide; triphenylphosphine; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; lithium hexamethyldisilazane; phosphorous acid trimethyl ester;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja308429f
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: phosphorous acid trimethyl ester / 16 h / 111 °C / Inert atmosphere
2.1: hydrogenchloride / diethyl ether; dichloromethane / 0.25 h / 0 °C / Inert atmosphere
3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere
4.1: sodium hydrogencarbonate / 1,4-dioxane; water / 3.25 h / 0 - 25 °C
5.1: lithium hydroxide / tetrahydrofuran; water / 5 h / 0 - 25 °C
5.2: pH 3
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 17 h / 0 - 25 °C / Inert atmosphere
7.1: tris-(dibenzylideneacetone)dipalladium(0); diethylamine; 1,4-di(diphenylphosphino)-butane / tetrahydrofuran / 2.05 h / 25 °C / Inert atmosphere
8.1: sulfur; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 5 h / 25 °C / Inert atmosphere
9.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere
10.1: 1.3-propanedithiol; triethylamine / dichloromethane; acetonitrile / 0.5 h / 25 °C / Inert atmosphere
11.1: oxygen / methanol; ethyl acetate / 2 h / 25 °C / Darkness
With
1.3-propanedithiol; hydrogenchloride; sulfur; dmap; tris-(dibenzylideneacetone)dipalladium(0); oxygen; sodium hydrogencarbonate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; lithium hydroxide; lithium hexamethyldisilazane; phosphorous acid trimethyl ester;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/ja308429f
