tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate

Base Information

• Chemical Name: tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate
• CAS No.: 1221446-17-8
• Molecular Formula: C₃₀H₄₅ClN₄O₄
• Molecular Weight: 561.165
• Mol file: 1221446-17-8.mol

Synonyms:tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate

Chemical Property of tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate

There total 11 articles about tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate 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: 67.0%

1-acetyl-piperidine-4-carboxylic acid (3-chloro-4-methyl-phenyl)-(3-chloro-propyl)-amide (333985-70-9) + exo-3-<<(1,1-dimethylethoxy)carbonyl>amino>-8-azabicyclo<3.2.1>octane (132234-68-5) → tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate (1221446-17-8)

Guidance literature:

With sodium hydrogencarbonate; potassium iodide; for 12h; Reflux;

DOI:10.1021/acs.jmedchem.8b00477

Reference yield:

3-chloro-p-toluidine (95-74-9,827571-80-2) → tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate (1221446-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / potassium iodide / N,N-dimethyl-formamide / 72 h / 20 °C

2: triethylamine / dichloromethane / 1 h / Cooling with ice

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

With potassium carbonate; triethylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl-amine (76272-36-1) → tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate (1221446-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / Reflux

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

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

With ammonium formate; potassium carbonate; triethylamine; palladium 10% on activated carbon; potassium iodide; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

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

acetonedicarboxylic acid

3-chloro-p-toluidine

di-tert-butyl dicarbonate

Downstream raw materials:

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

1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-(2-phenylacetamido)-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

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

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