CyclopropanaMine, 2-(4-fluorophenyl)-(hydrochloride)(1:1),(1R,2S)-

Base Information

• Chemical Name: CyclopropanaMine, 2-(4-fluorophenyl)-(hydrochloride)(1:1),(1R,2S)-
• CAS No.: 1314324-00-9
• Molecular Formula: C₉H₁₀FN*ClH
• Molecular Weight: 187.644
• Mol file: 1314324-00-9.mol

Synonyms:(1R,2S)-2-(4-fluorophenyl)cyclopropan-1-amine hydrochloride

Chemical Property of CyclopropanaMine, 2-(4-fluorophenyl)-(hydrochloride)(1:1),(1R,2S)-

Chemical Property:

• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

(1R,2S)-2-(4-Fluoro-phenyl)-cyclopropylaminehydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of CyclopropanaMine, 2-(4-fluorophenyl)-(hydrochloride)(1:1),(1R,2S)-

There total 5 articles about CyclopropanaMine, 2-(4-fluorophenyl)-(hydrochloride)(1:1),(1R,2S)- 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: 37.0%

trans-N-(2-(4-fluorophenyl)cyclopropyl)pivalamide → (1R,2S)-2-(4-fluorophenyl)cyclopropan-1-amine hydrochloride (1314324-00-9,1990505-73-1,26568-26-3)

Guidance literature:

trans-N-(2-(4-fluorophenyl)cyclopropyl)pivalamide; With hydrogenchloride; In propan-1-ol; at 100 ℃; for 60h;

With hydrogenchloride; In ethanol;

DOI:10.1039/c6ob01483f

Reference yield: 35.0%

(1R,2S)-tert-butyl 2-(4-fluorophenyl)cyclopropylcarbamate (1314323-96-0) → (1R,2S)-2-(4-fluorophenyl)cyclopropan-1-amine hydrochloride (1314324-00-9,1990505-73-1,26568-26-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 ℃;

DOI:10.1016/j.bmc.2011.02.017

Reference yield:

para-fluorostyrene (405-99-2) → (1R,2S)-2-(4-fluorophenyl)cyclopropan-1-amine hydrochloride (1314324-00-9,1990505-73-1,26568-26-3)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(II) bis(trifluoromethanesulfonate); 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline] / chloroform / 5 h / Inert atmosphere

2: triethylsilane; trifluoroacetic acid / dichloromethane / 1.5 h

3: diphenylphosphoranyl azide; triethylamine / 48 h / Inert atmosphere; Reflux

4: hydrogenchloride / ethyl acetate / 0 °C

With hydrogenchloride; triethylsilane; diphenylphosphoranyl azide; copper(II) bis(trifluoromethanesulfonate); 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; ethyl acetate; 3: Curtius rearrangement;

DOI:10.1016/j.bmc.2011.02.017

upstream raw materials:

(1R,2S)-tert-butyl 2-(4-fluorophenyl)cyclopropylcarbamate

para-fluorostyrene

(1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid

Downstream raw materials:

(1R,2S)-2-(4-fluorophenyl)cyclopropan-1-amine

Refernces

• 1、 Benelkebir, Hanae,Hodgkinson, Christopher,Duriez, Patrick J.,Hayden, Annette L.,Bulleid, Rosemary A.,Crabb, Simon J.,Packham, Graham,Ganesan. "Enantioselective synthesis of tranylcypromine analogues as lysine demethylase (LSD1) inhibitors". experimental part. p. 3709 - 3716. Retrieved 2011/08/02.