2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine

Base Information

• Chemical Name: 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine
• CAS No.: 77092-60-5
• Molecular Formula: C₃₃H₃₉NO₅
• Molecular Weight: 529.676
• Mol file: 77092-60-5.mol

Synonyms:2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine

Chemical Property of 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine

There total 13 articles about 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine 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: 80.0%

benzyl bromide (100-39-0) + 2-(p-hydroxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine (77092-63-8) → 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine (77092-60-5)

Guidance literature:

With potassium carbonate; In acetone; Inert atmosphere; Reflux;

DOI:10.1021/ol3015573

Reference yield: 61.0%

(2S,9aS)-4-(3,4-Dimethoxy-phenyl)-octahydro-quinolizin-2-ol (68622-77-5,68681-73-2,71656-68-3,88931-04-8,88931-05-9,89771-49-3,149563-95-1) + methyl 3-(4-benzyloxyphenyl)propanoate (24807-40-7) → 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine (77092-60-5)

Guidance literature:

With sodium hydride; In xylene; for 6h; Heating;

DOI:10.1016/0040-4020(80)85040-X

Reference yield:

C33H37NO5 → 2-(p-benzyloxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine (77092-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on carbon; hydrogen / ethyl acetate / 6 h / Inert atmosphere

2: potassium carbonate / acetone / Inert atmosphere; Reflux

With palladium on carbon; hydrogen; potassium carbonate; In ethyl acetate; acetone;

DOI:10.1021/ol3015573

upstream raw materials:

(2S,9aS)-4-(3,4-Dimethoxy-phenyl)-octahydro-quinolizin-2-ol

methyl 3-(4-benzyloxyphenyl)propanoate

piperidine

C₁₄H₂₀NO₂⁽¹⁺⁾*ClO₄^(1-)

Downstream raw materials:

2-(p-hydroxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine