Technology Process of 4-{1-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-azetidin-3-yl}-benzoic acid methyl ester
There total 14 articles about 4-{1-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-azetidin-3-yl}-benzoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzaldehyde; 4-azetidin-3-yl-benzoic acid methyl ester hydrochloride;
With
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl acetamide;
at 25 ℃;
for 0.25h;
With
sodium tris(acetoxy)borohydride;
In
N,N-dimethyl acetamide;
at 25 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / acetonitrile / 0.75 h / 20 °C / Inert atmosphere
1.2: 0.83 h / 20 - 25 °C / Inert atmosphere
2.1: triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / acetonitrile / 1 h / 20 °C
2.2: 0.5 h / 5 - 15 °C
3.1: copper(l) iodide; 1,10-Phenanthroline / 1,4-dioxane / Inert atmosphere; Reflux
4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2.5 h / 0 - 20 °C
5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.25 h / 25 °C
5.2: 16 h / 25 °C
With
copper(l) iodide; 1,10-Phenanthroline; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; diisobutylaluminium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl acetamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / acetonitrile / 0.75 h / 20 °C / Inert atmosphere
1.2: 0.83 h / 20 - 25 °C / Inert atmosphere
2.1: triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / acetonitrile / 1 h / 20 °C
2.2: 0.5 h / 5 - 15 °C
3.1: copper(l) iodide; 1,10-Phenanthroline / 1,4-dioxane / Inert atmosphere; Reflux
4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2.5 h / 0 - 20 °C
5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.25 h / 25 °C
5.2: 16 h / 25 °C
With
copper(l) iodide; 1,10-Phenanthroline; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; diisobutylaluminium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl acetamide; toluene; acetonitrile;