420087-35-0

Upstream product

• 111060-54-9 N,N-dibenzylvalinol 
• 111060-98-1 (1S,2S)-2-(dibenzylamino)-3-methyl-1-phenylbutan-1-ol 
• 111060-51-6 (S)-benzyl 2-(dibenzylamino)-3-methylbutanoate 
• 1421117-78-3 (1S,2S)-1-chloro-3-methyl-1-phenylbutan-2-amine 
• 72-18-4 L-valine 
• 111060-66-3 L-dibenzylvalinal 
• 15325-61-8 (E)-(3-methylbut-1-en-1-yl)benzene 
• 106018-85-3 2-trimethylsilanyl-ethanesulfonyl chloride 

Downstream Products

• 1421014-48-3 (1S,2S)-15N-(1-(benzylamino)-1-phenyl-3-methylbutan-2-yl)-4-nitrobenzenesulfonamide 

Relevant academic research and scientific papers

Synthesis of 15N-labeled vicinal diamines through N-activated chiral aziridines: Tools for the NMR study of platinum-based anticancer compounds

A new method for the synthesis of 15N-labeled chiral β-diamines from a common precursor, either optically pure amino acids or anti-β-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. 15N was introduced by means of [ 15N]-benzylamine, prepared from 15NH4Cl. The final compounds are highly valuable because [1H-15N] NMR is considered a powerful tool for studying the chemical properties of platinum-based complexes.

Asymmetric N1 unit transfer to olefins with a chiral nitridomanganese complex: Novel stereoselective pathways to aziridines or oxazolines

Chiral nitridomanganese complex 1 was found to be a highly potential N1 unit source for the asymmetric synthesis of aziridines and 2-oxazolines from olefins such as styrene and its derivatives. When sulfonyl chlorides were employed as activators of the complex in the presence of pyridine, pyridine N-oxide, and a silver salt, the reaction of olefins with complex 1 proceeded smoothly to afford the N-sulfonylated aziridines. The aziridination of styrene derivatives with complex 1 using 2-trimethylsilylethanesulfonyl chloride (SESC1) gave the N-SES-aziridines, which were easily converted into chiral N-unsubstituted aziridines. It was found that the reaction was applicable to the asymmetric synthesis of 2-oxazolines from olefins when acyl chlorides were employed as activators. Complex I provided an effective asymmetric environment for trans-disubstituted styrenes in the reaction (up to 92% ee). This is the first example of a direct asymmetric synthesis of 2-oxazolines from olefins. Additional experiments, conducted during the course of this investigation, suggest that the isomerization of the N-acylaziridine intermediate is involved in this reaction.