(4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

Base Information

• Chemical Name: (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one
• CAS No.: 436145-75-4
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375
• Mol file: 436145-75-4.mol

Synonyms:(4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

Chemical Property of (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

There total 26 articles about (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one 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: 78.0%

(E)-1-[(2S)-N-tert-butylsulfinylpiperidin-2-yl]-4-(3,4-dimethoxyphenyl)-3-buten-2-one → (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (436145-75-4)

Guidance literature:

(E)-1-[(2S)-N-tert-butylsulfinylpiperidin-2-yl]-4-(3,4-dimethoxyphenyl)-3-buten-2-one; With hydrogenchloride; In 1,4-dioxane; methanol; at 0 ℃;

With potassium carbonate; In ethanol; at -20 ℃; for 72h; Reagent/catalyst; Solvent;

DOI:10.1039/d1ob01488a

Reference yield: 69.0%

(R)-2,3-dihydro-1-(4-iodobutyl)-2-(3,4-dimethoxyphenyl)pyridin-4(1H)-one → (R)-1-butyl-2,3-dihydro-2-(3,4-dimethoxyphenyl)pyridin-4(1H)-one + (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (436145-75-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 8h; Heating;

DOI:10.1021/jo702076j

Reference yield: 64.0%

(+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate (1402830-66-3) → (4S,9aS)-4-(3,4-dimethoxyphenyl)hexahydro-1H-quinolizin-2(6H)-one (221664-11-5) + (4R,9aS)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (436145-75-4)

Guidance literature:

(+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

With ammonium hydroxide; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/ja308872z DOI:10.1021/ja308872z

upstream raw materials:

(S)-4-(3,4-Dimethoxy-phenyl)-3-(toluene-4-sulfonyl)-octahydro-quinolizin-2-one

4-ethynylveratrole

2-(3,4-dimethoxyphenyl)-1-(p-toluenesulfonyl)ethyne

(E)-1-(3,4-dimethoxyphenyl)-1-(phenylseleno)-2-(p-toluenesulfonyl)ethene