(2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate

Base Information

• Chemical Name: (2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate
• CAS No.: 79082-65-8
• Molecular Formula: C₁₀H₁₀O₂*C₂₀H₂₄N₂O₂
• Molecular Weight: 486.611
• Mol file: 79082-65-8.mol

Synonyms:

Chemical Property of (2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate

There total 1 articles about (2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate 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: 34.0%

2-phenyl-cyclopropanecarboxylic acid (5685-38-1) + quinine (130-95-0) → (2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate (79082-65-8)

Guidance literature:

In ethyl acetate; Reflux;

DOI:10.1021/jm1011676

Reference yield:

(2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate (79082-65-8) → ((1R,5S)-5-(3-methoxyphenyl)-2-azabicyclo[3.3.1]nonan-2-yl)-((1'S,2'S)-2-phenylcyclopropyl)methanone (1265913-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water;

DOI:10.1021/jm1011676

Reference yield:

(2S,4S)-2-((R)-hydroxy-(6-methoxyquinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane (1S,2S)-2-phenylcyclopropanecarboxylate (79082-65-8) → ((1S,5R)-5-(3-methoxyphenyl)-2-azabicyclo[3.3.1]nonan-2-yl)-((1'S,2'S)-2-phenylcyclopropyl)methanone (1265913-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water;

DOI:10.1021/jm1011676

upstream raw materials:

2-phenyl-cyclopropanecarboxylic acid

quinine

Downstream raw materials:

((1R,5S)-5-(3-methoxyphenyl)-2-azabicyclo[3.3.1]nonan-2-yl)-((1'S,2'S)-2-phenylcyclopropyl)methanone

((1S,5R)-5-(3-methoxyphenyl)-2-azabicyclo[3.3.1]nonan-2-yl)-((1'S,2'S)-2-phenylcyclopropyl)methanone

(1R,5S)-5-(3-methoxyphenyl)-2-(((1'S,2'S)-2-phenylcyclopropyl)methyl)-2-azabicyclo[3.3.1]nonane

(1S,5R)-5-(3-methoxyphenyl)-2-(((1'S,2'S)-2-phenylcyclopropyl)methyl)-2-azabicyclo[3.3.1]nonane