Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI)

Base Information

• Chemical Name: Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI)
• CAS No.: 784133-88-6
• Molecular Formula: C₉H₁₀FN
• Molecular Weight: 151.184
• Mol file: 784133-88-6.mol

Synonyms:Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI)

Chemical Property of Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI)

Chemical Property:

• PSA: 26.02000
• LogP: 2.28270

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI)

There total 4 articles about Cyclopropanamine, 2-fluoro-2-phenyl-, (1R,2S)-rel- (9CI) 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:

cis-(+/-)-2-fluoro-2-phenylcyclopropanecarboxylic acid → (±)-trans-2-fluoro-2-phenylcyclopropylamine (713074-96-5,914221-39-9,784133-88-6)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In cyclohexane; tert-butyl alcohol; at 70 ℃; for 18h;

DOI:10.1055/s-2000-7103

Reference yield:

Ethyl 2-fluoro-2-phenylcyclopropanecarboxylate (637041-09-9) → (±)-trans-2-fluoro-2-phenylcyclopropylamine (713074-96-5,914221-39-9,784133-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol / 20 °C

2: NEt₃; diphenylphosphoryl azide / cyclohexane; 2-methyl-propan-2-ol / 18 h / 70 °C

With potassium hydroxide; diphenylphosphoranyl azide; triethylamine; In methanol; cyclohexane; tert-butyl alcohol; 1: Hydrolysis / 2: Substitution;

DOI:10.1055/s-2000-7103

Reference yield:

→ (cis)-2-fluoro-2-phenylcyclopropanamine (713074-96-5,914221-39-9,784133-88-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 12h;

upstream raw materials:

Ethyl 2-fluoro-2-phenylcyclopropanecarboxylate

Refernces

• 1、 Meyer,Froehlich,Haufe. "Asymmetric cyclopropanation of vinyl fluorides: Access to enantiopure monofluorinated cyclopropane carboxylates". . p. 1479 - 1490. Retrieved 2007/10/03.