(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

Base Information

Chemical Name:(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol
CAS No.:1075744-30-7
Molecular Formula:C₂₉H₃₇N₃O₃
Molecular Weight:475.631
Hs Code.:

Synonyms:(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

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Chemical Property of (1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

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Technology Process of (1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

There total 7 articles about (1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol 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:

Reference yield: 91.0%

: N-(3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)-2-((1R,2R,4R)-2-hydroxy-5-phenylbicyclo[2.2.2]oct-5-en-2-yl)-N-methylacetamide

: 1075744-30-7
(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 15 - 20 ℃; for 1.5h; Reagent/catalyst; Solvent; Large scale;
DOI:10.1021/op400269b

Reference yield:

: 1075747-47-5
tert-butyl 2-((1R,2R,4R)-2-hydroxy-5-phenylbicyclo[2.2.2]oct-5-en-2-yl)acetate

: 1075744-30-7
(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydroxide; water / ethanol / 1 h / 80 °C / Large scale

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 30 h / 20 - 25 °C / Large scale

3: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 15 - 20 °C / Large scale

With lithium aluminium tetrahydride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol;
DOI:10.1021/op400269b

Reference yield:

: 132486-17-0,130913-07-4
(1R,4R)-5-phenylbicyclo[2.2.2]oct-5-en-2-one

: 1075744-30-7
(1R,2R,4R)-2-(2-((3-(4,7-dimethoxy-1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5-phenylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; n-hexyllithium / toluene; hexane / 0.17 h / -25 - -15 °C / Large scale

1.2: -80 - -25 °C / Large scale

2.1: potassium hydroxide; water / ethanol / 1 h / 80 °C / Large scale

3.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 30 h / 20 - 25 °C / Large scale

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 15 - 20 °C / Large scale

With lithium aluminium tetrahydride; water; n-hexyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; toluene;
DOI:10.1021/op400269b