Technology Process of methyl-[3-(6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-5-yl)-propyl]-carbamic acid tert-butyl ester
There total 10 articles about methyl-[3-(6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-5-yl)-propyl]-carbamic acid tert-butyl ester 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:
-
Multi-step reaction with 7 steps
1.1: 72 percent / camphorsulfonic acid monohydrate / CH2Cl2 / 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
2.2: trimethyl borate / tetrahydrofuran; hexane / 1.25 h / cooling
3.1: 77 percent / Pd(OAc)2; Ph3P; aq. NaHCO3 / dioxane / 12 h / Heating
4.1: 98 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
5.1: 97 percent / hydrogen / Raney nickel / methanol / 24 h
6.1: LiAlH4 / tetrahydrofuran / 2 h / Heating
7.1: 0.34 g / Et3N / CH2Cl2 / 1 h
With
palladium diacetate; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; hydrogen; sodium hydrogencarbonate; tetrahexylammonium iodide; triethylamine; triphenylphosphine;
nickel;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane;
3.1: Suzuki coupling;
DOI:10.1021/jo049157q
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 84 percent / Br2; FeCl3; AcOH
2: 77 percent / Pd(OAc)2; Ph3P; aq. NaHCO3 / dioxane / 12 h / Heating
3: 98 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
4: 97 percent / hydrogen / Raney nickel / methanol / 24 h
5: LiAlH4 / tetrahydrofuran / 2 h / Heating
6: 0.34 g / Et3N / CH2Cl2 / 1 h
With
palladium diacetate; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; bromine; iron(III) chloride; sodium hydrogencarbonate; tetrahexylammonium iodide; acetic acid; triethylamine; triphenylphosphine;
nickel;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
2: Suzuki coupling;
DOI:10.1021/jo049157q
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / camphorsulfonic acid monohydrate / CH2Cl2 / 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
2.2: trimethyl borate / tetrahydrofuran; hexane / 1.25 h / cooling
3.1: 77 percent / Pd(OAc)2; Ph3P; aq. NaHCO3 / dioxane / 12 h / Heating
4.1: 98 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
5.1: 97 percent / hydrogen / Raney nickel / methanol / 24 h
6.1: LiAlH4 / tetrahydrofuran / 2 h / Heating
7.1: 0.34 g / Et3N / CH2Cl2 / 1 h
With
palladium diacetate; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; hydrogen; sodium hydrogencarbonate; tetrahexylammonium iodide; triethylamine; triphenylphosphine;
nickel;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane;
3.1: Suzuki coupling;
DOI:10.1021/jo049157q
