Technology Process of Methanesulfonic acid 2-(2-{6-[3-((S)-1-phenyl-ethylamino)-propyl]-benzo[1,3]dioxol-5-yl}-phenyl)-ethyl ester
There total 11 articles about Methanesulfonic acid 2-(2-{6-[3-((S)-1-phenyl-ethylamino)-propyl]-benzo[1,3]dioxol-5-yl}-phenyl)-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 84 percent / Br2; FeCl3; AcOH
2: 77 percent / Pd(OAc)2; Ph3P; aq. NaHCO3 / dioxane / 12 h / Heating
3: 71 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
4: 88 percent / H2 / Pd/C / methanol / 760 Torr
5: BH3*SMe2 / tetrahydrofuran
6: 0.79 g / CH2Cl2
7: 99 percent / Et3N / CH2Cl2 / 3 h / 20 °C
8: trifluoroacetic acid / 1.5 h / 20 °C
With
palladium diacetate; sodium hydroxide; dimethylsulfide borane complex; hydrogen; bromine; iron(III) chloride; sodium hydrogencarbonate; tetrahexylammonium iodide; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
2: Suzuki coupling;
DOI:10.1021/jo049157q
- Guidance literature:
-
Multi-step reaction with 9 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: 71 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
5.1: 88 percent / H2 / Pd/C / methanol / 760 Torr
6.1: BH3*SMe2 / tetrahydrofuran
7.1: 0.79 g / CH2Cl2
8.1: 99 percent / Et3N / CH2Cl2 / 3 h / 20 °C
9.1: trifluoroacetic acid / 1.5 h / 20 °C
With
palladium diacetate; sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; hydrogen; sodium hydrogencarbonate; tetrahexylammonium iodide; triethylamine; triphenylphosphine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane;
3.1: Suzuki coupling;
DOI:10.1021/jo049157q
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 77 percent / Pd(OAc)2; Ph3P; aq. NaHCO3 / dioxane / 12 h / Heating
2: 71 percent / tetrahexylammonium iodide; aq. NaOH / CH2Cl2
3: 88 percent / H2 / Pd/C / methanol / 760 Torr
4: BH3*SMe2 / tetrahydrofuran
5: 0.79 g / CH2Cl2
6: 99 percent / Et3N / CH2Cl2 / 3 h / 20 °C
7: trifluoroacetic acid / 1.5 h / 20 °C
With
palladium diacetate; sodium hydroxide; dimethylsulfide borane complex; hydrogen; sodium hydrogencarbonate; tetrahexylammonium iodide; triethylamine; triphenylphosphine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
1: Suzuki coupling;
DOI:10.1021/jo049157q