(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

Base Information

Chemical Name:(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole
CAS No.:219143-76-7
Molecular Formula:C₁₆H₂₂N₂O₂
Molecular Weight:274.363
Hs Code.:

Synonyms:(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

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Chemical Property of (3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

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Technology Process of (3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

There total 1 articles about (3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole 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: 85.0%

: 21436-03-3
(S,S)-1,2-diaminocyclohexane

: 81316-62-3
ethyl 2-(3,4-dimethoxyphenyl)acetoimidate hydrochloride

: 219143-76-7
(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

Guidance literature:: With triethylamine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(98)02032-2

Reference yield: 94.0%

: 5162-44-7
1-bromo-4-butene

: 219143-76-7
(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

: 219143-77-8
(3aS,7aS)-2-[1-(3,4-Dimethoxy-phenyl)-pent-4-enyl]-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

Guidance literature:: With n-butyllithium; In tetrahydrofuran; 1.) -25 deg C; 2.) -5 deg C to -10 deg C, 10 h;
DOI:10.1016/S0040-4039(98)02032-2

Reference yield:

: 219143-76-7
(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

: 468-53-1,6023-73-0,21104-37-0,24880-43-1,28639-24-9,35056-46-3,35056-47-4
(-)-mesembrine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / n-BuLi / tetrahydrofuran / 1.) -25 deg C; 2.) -5 deg C to -10 deg C, 10 h

2: 70 percent / 1.) n-BuLi / tetrahydrofuran / 1.) - 25 deg C, 15 min; 2.) -78 deg C, 12 h

3: 1.) MeI, BaO; 2.) NaBH₄; 3.) HCl / 1.) EtNO₂, 130 deg C, 6 h; 2.) EtOH, 0 deg C to 5 deg C, 30 min; 3.) water, 0 deg C to 5 deg C, 30 min

4: 69 percent / PdCl₂, CuCl, O₂ / dimethylformamide; H₂O / 24 h / 45 °C

5: 88 percent / KOH / H₂O; dioxane / 18 h / 100 °C

6: 74 percent / Li/NH₃ / tetrahydrofuran; 2-methyl-propan-2-ol / 0.5 h / -78 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; ammonia; oxygen; lithium; copper(l) chloride; palladium dichloride; barium(II) oxide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(98)02032-2