437717-49-2

Upstream product

• 344332-43-0 C₁₀H₁₂FNO₃ 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 1434076-46-6 (1R,2S)-1-(4-fluorophenyl)-N¹,N²-bis((S)-1-phenylethyl)-butane-1,2-diamine 
• 437717-47-0 6-fluoro-2-ethyl-1H-indole 
• 1434076-19-3 2-Ethyl-3-(4-fluorophenyl)-2-nitrooxirane 
• 1572248-06-6 2,5-Diethyl-3,6-(4-fluorophenyl)pyrazine 
• 1572247-75-6 2-Ethyl-3-(4-fluorophenyl)quinoxaline 

Relevant academic research and scientific papers

Nitroepoxides as versatile precursors to 1,4-diamino heterocycles

Nitroepoxides are easily transformed into 1,4-diamino heterocycles such as quinoxalines and pyrazines by treatment with 1,2-benzenediamines and ammonia, respectively. Additionally, related saturated heterocycles, such as piperazines and tetrahydroquinoxalines, can be accessed by treatment with 1,2-diamines and a reducing agent. These transformations are efficient, provide access privileged, bioactive structures, and produce minimal waste.

Dynamic kinetic asymmetric ring-opening/reductive amination sequence of racemic nitroepoxides with chiral amines: Enantioselective synthesis of chiral vicinal diamines

We report a highly diastereoselective synthesis of vicinal diamines by the treatment of nitroepoxides with primary amines and then a reducing agent. When using a chiral primary amine, racemic nitroepoxides are transformed into chiral diamines as a single enantiomers (>95:5 er) through a dynamic kinetic asymmetric transformation (DYKAT). The overall process is a one-pot procedure combining the exposure of nitroepoxides to chiral amines to afford diastereomeric mixtures of aminoimines and subsequent stereoselective imine reduction.