(4S,9aR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

Base Information

• Chemical Name: (4S,9aR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one
• CAS No.: 144409-60-9
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375
• Mol file: 144409-60-9.mol

Synonyms:(4S,9aR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one

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

There total 75 articles about (4S,9aR)-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: 89.0%

(4R,9aR)-4-(3,4-Dimethoxy-phenyl)-2-methylene-octahydro-quinolizine → (4R*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (89690-20-0,71593-15-2,89690-19-7,112840-40-1,144409-60-9)

Guidance literature:

With osmium(VIII) oxide; sodium paraperiodate; In acetic acid; at 8 ℃; for 14h;

DOI:10.3987/com-97-8073

Reference yield: 82.0%

(4RS,9aRS)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,9a-hexahydro-2H-quinolizin-2-one → (4S*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (89690-19-7,71593-15-2,89690-20-0,112840-40-1,144409-60-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2008.02.021

Reference yield: 80.0%

cis-6-(3,4-dimethoxyphenyl)-8-(phenylthio)-2,3,4,6,9,9a-hexahydro-1H-quinolizine → (4R*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one (89690-20-0,71593-15-2,89690-19-7,112840-40-1,144409-60-9)

Guidance literature:

With water; hydrogen bromide; In ethanol; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo102092b

upstream raw materials:

2,3,4,5-tetrahydropyridine N-oxide

2-(3,4-dimethoxyphenyl)methylenecyclopropane

O-methyldehydrozingerone

N-tert-butoxycarbonyl-2-ethoxypiperidine

Downstream raw materials:

(±)-lasubine II

4-(3,4-dimethoxyphenyl)octahydro-1H-quinolizin-2-ol

(+/-)-2-episubcosine II

(2RS,4RS,9aSR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-ol