(+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate
• CAS No.: 1402830-66-3
• Molecular Formula: C₂₂H₃₁NO₅
• Molecular Weight: 389.492
• Mol file: 1402830-66-3.mol

Synonyms:(+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate

Chemical Property of (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate

There total 6 articles about (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate 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: 60.0%

(S)-2-(2-oxo-propyl)-piperidine-1-carboxylic acid tert-butyl ester (1214914-34-7) + 3,4-dimethoxy-benzaldehyde (120-14-9) → (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate (1402830-66-3)

Guidance literature:

With sodium hydroxide; In methanol; at 55 ℃; for 16h;

DOI:10.1002/ejoc.201900477

Reference yield:

2,3,4,5-tetrahydropyridine (505-18-0) → (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate (1402830-66-3)

Guidance literature:

Multi-step reaction with 4 steps

1: L-proline / dimethyl sulfoxide; water / 1 h / 20 °C

2: methanol / 22 h / 0 °C

3: triethylamine / dichloromethane / 20 °C

4: sodium hydroxide / methanol / 16 h / 55 °C

With triethylamine; L-proline; sodium hydroxide; In methanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1002/ejoc.201900477

Reference yield:

N-chloropiperidine (2156-71-0) → (+)-(E)-tert-butyl 2-(4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate (1402830-66-3)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide / ethanol / 24 h / 5 - 20 °C

2: L-proline / dimethyl sulfoxide; water / 1 h / 20 °C

3: methanol / 22 h / 0 °C

4: triethylamine / dichloromethane / 20 °C

5: sodium hydroxide / methanol / 16 h / 55 °C

With triethylamine; L-proline; potassium hydroxide; sodium hydroxide; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1002/ejoc.201900477

upstream raw materials:

(S)-2-(2-oxo-propyl)-piperidine-1-carboxylic acid tert-butyl ester

3,4-dimethoxy-benzaldehyde

N-chloropiperidine

1-[(2S)-piperidin-2-yl]acetone

Downstream raw materials:

(4S,9aS)-4-(3,4-dimethoxyphenyl)hexahydro-1H-quinolizin-2(6H)-one

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

(-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine