Technology Process of 4a-methyl-7-(p-toluensulfonyl)-2,3,4,4a,5,6-hexahydropyrido[3,2-c]carbazole
There total 10 articles about 4a-methyl-7-(p-toluensulfonyl)-2,3,4,4a,5,6-hexahydropyrido[3,2-c]carbazole 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
sodium hydroxide; tetra-(n-butyl)ammonium iodide;
In
dichloromethane;
at 0 ℃;
for 0.0833333h;
DOI:10.1016/S0040-4020(99)00614-6
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: NaH / toluene / 0 - 20 °C
1.2: 95 percent / toluene / 0 - 80 °C
2.1: 88 percent / DIBAL / CH2Cl2; toluene / 1 h / -78 °C
3.1: 70 percent / CrO3; pyridine / CH2Cl2 / 0.67 h
4.1: 63 percent / diethyl ether / 2 h / -5 °C
5.1: 74 percent / ammonium acetate / 1 h / 80 °C
6.1: 79 percent / NaBH4 / ethanol / 1 h
7.1: 81 percent / acetic acid / 2 h / 100 °C
8.1: 80 percent / DDQ / tetrahydrofuran; H2O / 3 h / 0 °C
9.1: 91 percent / NiCl2*6H2O; NaBH4; N2H4*H2O / ethanol; aq. NaOH / 4 h / 80 °C
10.1: 74 percent / Bu4NI; aq. NaOH / CH2Cl2 / 0.08 h / 0 °C
With
pyridine; chromium(VI) oxide; ammonium acetate; sodium hydroxide; sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; hydrazine hydrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride;
In
tetrahydrofuran; sodium hydroxide; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene;
1.1: Metallation / 1.2: Condensation / 2.1: Reduction / 3.1: Oxidation / 4.1: Addition / 5.1: Condensation / 6.1: Reduction / 7.1: Cyclization / 8.1: Oxidation / 9.1: Reduction / 10.1: Tosylation;
DOI:10.1016/S0040-4020(99)00614-6
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 88 percent / DIBAL / CH2Cl2; toluene / 1 h / -78 °C
2: 70 percent / CrO3; pyridine / CH2Cl2 / 0.67 h
3: 63 percent / diethyl ether / 2 h / -5 °C
4: 74 percent / ammonium acetate / 1 h / 80 °C
5: 79 percent / NaBH4 / ethanol / 1 h
6: 81 percent / acetic acid / 2 h / 100 °C
7: 80 percent / DDQ / tetrahydrofuran; H2O / 3 h / 0 °C
8: 91 percent / NiCl2*6H2O; NaBH4; N2H4*H2O / ethanol; aq. NaOH / 4 h / 80 °C
9: 74 percent / Bu4NI; aq. NaOH / CH2Cl2 / 0.08 h / 0 °C
With
pyridine; chromium(VI) oxide; ammonium acetate; sodium hydroxide; sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; hydrazine hydrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride;
In
tetrahydrofuran; sodium hydroxide; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene;
1: Reduction / 2: Oxidation / 3: Addition / 4: Condensation / 5: Reduction / 6: Cyclization / 7: Oxidation / 8: Reduction / 9: Tosylation;
DOI:10.1016/S0040-4020(99)00614-6