1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

Base Information

• Chemical Name: 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide
• CAS No.: 1221446-00-9
• Molecular Formula: C₃₃H₄₃ClN₄O₄
• Molecular Weight: 595.182
• Mol file: 1221446-00-9.mol

Synonyms:1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

Chemical Property of 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

There total 11 articles about 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide 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: 28.0%

1-acetyl-N-(3-(3-exo-amino-8-azabicyclo[3.2.1]oct-8-yl)propyl)-N-(3-chloro-4-methylphenyl)-4-piperidinylcarboxamide (1221446-18-9) + benzyl chloroformate (501-53-1,94274-21-2) → 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide (1221446-00-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime (76272-34-9) → 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide (1221446-00-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium; pentan-1-ol / 2 h / Reflux

2.1: triethylamine / dichloromethane / 12 h / Reflux

3.1: ammonium formate / palladium 10% on activated carbon / methanol / 12 h / Reflux

4.1: potassium carbonate / potassium iodide / acetonitrile / 6 h / Reflux

5.1: trifluoroacetic acid / dichloromethane / 8 h / 20 °C

5.2: pH 12

6.1: triethylamine / dichloromethane / 1 h / 0 °C

With pentan-1-ol; ammonium formate; sodium; potassium carbonate; triethylamine; trifluoroacetic acid; palladium 10% on activated carbon; potassium iodide; In methanol; dichloromethane; acetonitrile;

Reference yield:

acetonedicarboxylic acid (542-05-2) → 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-benzyloxymethanamido-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide (1221446-00-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: hydrogenchloride; water / 1 h / Reflux

1.2: 6 h / 0 - 50 °C

1.3: pH 12

2.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux

3.1: sodium; pentan-1-ol / 2 h / Reflux

4.1: triethylamine / dichloromethane / 12 h / Reflux

5.1: ammonium formate / palladium 10% on activated carbon / methanol / 12 h / Reflux

6.1: potassium carbonate / potassium iodide / acetonitrile / 6 h / Reflux

7.1: trifluoroacetic acid / dichloromethane / 8 h / 20 °C

7.2: pH 12

8.1: triethylamine / dichloromethane / 1 h / 0 °C

With pyridine; hydrogenchloride; pentan-1-ol; hydroxylamine hydrochloride; water; ammonium formate; sodium; potassium carbonate; triethylamine; trifluoroacetic acid; palladium 10% on activated carbon; potassium iodide; In methanol; ethanol; dichloromethane; acetonitrile;

upstream raw materials:

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime

acetonedicarboxylic acid

3-chloro-p-toluidine

N-benzyltropinone