Technology Process of methyl (2S,5R)-2-isopropyl-1-methyl-3-oxo-2,3,4,5,6,8-hexahydro-1H-[1,4]diazonino[7,6,5-cd]indole-5-carboxylate
There total 23 articles about methyl (2S,5R)-2-isopropyl-1-methyl-3-oxo-2,3,4,5,6,8-hexahydro-1H-[1,4]diazonino[7,6,5-cd]indole-5-carboxylate 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
zirconium(IV) chloride;
In
dichloromethane;
at 34 ℃;
DOI:10.1039/c4sc00256c
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium hydroxide / tetrahydrofuran; water / 0 - 23 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran / 0 - 23 °C / Inert atmosphere
3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / acetonitrile / 4.3 h / 23 °C / Inert atmosphere
4: dichloromethane / 1 h / 0 °C / Inert atmosphere
5: Amberlite IRA-67 ion exchange resin / ethyl acetate / 72 h / 23 °C / Inert atmosphere
6: cesium fluoride / acetonitrile / 31 h / 0 - 23 °C / Inert atmosphere
7: 5% Pd(II)/C(eggshell); hydrogen; triethylamine / methanol; ethyl acetate / 2.58 h / 23 °C
8: acetic acid / 72 h / 23 °C / Inert atmosphere
9: potassium carbonate / N,N-dimethyl-formamide / 10 h / 65 °C / Inert atmosphere
10: zirconium(IV) chloride / dichloromethane / 41 h / 34 °C / Inert atmosphere
With
5% Pd(II)/C(eggshell); hydrogen; zirconium(IV) chloride; sodium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; cesium fluoride; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja200437g
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
1.2: 15 h / 0 - 20 °C / Inert atmosphere
2.1: magnesium / methanol / 7 h / 20 °C / Inert atmosphere; Sealed tube
3.1: zirconium(IV) chloride / dichloromethane / 24 h / 34 °C / Glovebox; Inert atmosphere; Sealed tube
With
zirconium(IV) chloride; magnesium; triethylamine;
In
methanol; dichloromethane;
DOI:10.1021/acs.orglett.6b00614
