(2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate

Base Information

• Chemical Name: (2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate
• CAS No.: 1111942-08-5
• Molecular Formula: C₁₃H₁₆N₂O*C₂₀H₁₈O₈
• Molecular Weight: 602.641
• Mol file: 1111942-08-5.mol

Synonyms:(2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate

Chemical Property of (2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate

There total 5 articles about (2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate 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: 76.2%

(±)-2-(pyridin-3-ylmethylidene)-1-azabicyclo[2.2.2]octan-3-one (273748-55-3) + (2S,3S)-di-4-toluoyltartaric acid (32634-68-7) → (2S)-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octan-3-one di-p-toluoyl-D-tartrate (1111942-08-5)

Guidance literature:

(±)-2-(pyridin-3-ylmethylidene)-1-azabicyclo[2.2.2]octan-3-one; With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 12h; Industry scale;

(2S,3S)-di-4-toluoyltartaric acid; In ethanol; at 15 - 30 ℃; for 13h; Industry scale; Heating / reflux;

Reference yield:

quinuclidin-3-one hydrochloride (1193-65-3) → (2S)-2-(pyridin-3-ylmethyl)-1-azabicyclo-[2.2.2]octan-3-one Di-p-toluoyl-D-tartrate (1111942-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / methanol / 2.5 h / 50 - 56 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C / Inert atmosphere

3.1: ethanol / 13 h / Inert atmosphere; Reflux

With palladium 10% on activated carbon; hydrogen; potassium hydroxide; In methanol; ethanol;

DOI:10.1021/jm301048a

Reference yield:

3-pyridinecarboxaldehyde (500-22-1) → (2S)-2-(pyridin-3-ylmethyl)-1-azabicyclo-[2.2.2]octan-3-one Di-p-toluoyl-D-tartrate (1111942-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / methanol / 2.5 h / 50 - 56 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C / Inert atmosphere

3.1: ethanol / 13 h / Inert atmosphere; Reflux

With palladium 10% on activated carbon; hydrogen; potassium hydroxide; In methanol; ethanol;

DOI:10.1021/jm301048a

upstream raw materials:

(±)-2-(pyridin-3-ylmethylidene)-1-azabicyclo[2.2.2]octan-3-one

(2S,3S)-di-4-toluoyltartaric acid

quinuclidin-3-one hydrochloride

2-(pyridin-3-ylmethylene)-1-azabicyclo[2.2.2]octan-3-one

Downstream raw materials:

C₂₀H₂₃N₃O

C₂₀H₂₂FN₃O

C₂₀H₂₂FN₃O

C₂₀H₂₂FN₃O

Refernces

• 1、 -. "2S,3R)-N-(2-((3-PYRIDINYL)METHYL)-1-AZABICYCLO[2.2.2]OCT-3-YL-BENZYOFURAN-2-CARBOXAMIDE, NOVEL SALT FORMS, AND METHODS OF USE THEREOF". Page/Page column 13. . Retrieved 2009/03/07.