(R)-1-(1-cyclopentylethyl)-2-fluorobenzene

Base Information

• Chemical Name: (R)-1-(1-cyclopentylethyl)-2-fluorobenzene
• CAS No.: 1402851-76-6
• Molecular Formula: C₁₃H₁₇F
• Molecular Weight: 192.276
• Mol file: 1402851-76-6.mol

Synonyms:(R)-1-(1-cyclopentylethyl)-2-fluorobenzene

Chemical Property of (R)-1-(1-cyclopentylethyl)-2-fluorobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-(1-cyclopentylethyl)-2-fluorobenzene

There total 2 articles about (R)-1-(1-cyclopentylethyl)-2-fluorobenzene 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:

cyclopentylzinc iodide + 1-bromo-1-(2'-fluorophenyl)ethane (405931-46-6) → (S)-1-(1-cyclopentylethyl)-2-fluorobenzene (1402851-59-5) + (R)-1-(1-cyclopentylethyl)-2-fluorobenzene (1402851-76-6)

Guidance literature:

With nickel(II) bromide dimethoxyethane; (S)-4-(tert-butyl)-2-(isoquinolin-1-yl)-4,5-dihydrooxazole; cesium iodide; In 1,4-dioxane; dichloromethane; at -30 ℃; for 48h; Overall yield = 48 %; Overall yield = 92 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja308460z DOI:10.1021/ja308460z

Reference yield:

1-(2-fluorophenyl)ethanol (445-26-1) → (S)-1-(1-cyclopentylethyl)-2-fluorobenzene (1402851-59-5) + (R)-1-(1-cyclopentylethyl)-2-fluorobenzene (1402851-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 2 h / 0 °C / Inert atmosphere

2: (S)-4-(tert-butyl)-2-(isoquinolin-1-yl)-4,5-dihydrooxazole; nickel(II) bromide dimethoxyethane; cesium iodide / dichloromethane; 1,4-dioxane / 48 h / -30 °C / Inert atmosphere

With nickel(II) bromide dimethoxyethane; (S)-4-(tert-butyl)-2-(isoquinolin-1-yl)-4,5-dihydrooxazole; phosphorus tribromide; cesium iodide; In 1,4-dioxane; dichloromethane; 2: |Negishi Coupling;

DOI:10.1021/ja308460z DOI:10.1021/ja308460z

upstream raw materials:

1-bromo-1-(2'-fluorophenyl)ethane

1-(2-fluorophenyl)ethanol

Refernces

• 1、 Binder, Joerg T.,Cordier, Christopher J.,Fu, Gregory C.. "Catalytic enantioselective cross-couplings of secondary alkyl electrophiles with secondary alkylmetal nucleophiles: Negishi reactions of racemic benzylic bromides with achiral alkylzinc reagents". supporting information. p. 17003 - 17006. Retrieved 2013/01/15.