69622-20-4

Upstream product

• 75-36-5 acetyl chloride 
• 30543-90-9 (S)-1-Benzyl-propylamine 
• 87923-46-4 S-(+)-1-phenyl-2-aminobutane hydrochloride 
• 108-24-7 acetic anhydride 
• 222016-68-4 (R,R)-p-Chlorophenyl-1-chloro-2-phenylethyl sulfoxide 
• 1027165-81-6 C₆H₅CH₂CHNC₂H₅COCH₃N₂CH₂SC₆H₅ 

Downstream Products

• 87923-46-4 S-(+)-1-phenyl-2-aminobutane hydrochloride 

Relevant academic research and scientific papers

Amine dehydrogenases: Efficient biocatalysts for the reductive amination of carbonyl compounds

Amines constitute the major targets for the production of a plethora of chemical compounds that have applications in the pharmaceutical, agrochemical and bulk chemical industries. However, the asymmetric synthesis of α-chiral amines with elevated catalytic efficiency and atom economy is still a very challenging synthetic problem. Here, we investigated the biocatalytic reductive amination of carbonyl compounds employing a rising class of enzymes for amine synthesis: amine dehydrogenases (AmDHs). The three AmDHs from this study-operating in tandem with a formate dehydrogenase from Candida boidinii (Cb-FDH) for the recycling of the nicotinamide coenzyme-performed the efficient amination of a range of diverse aromatic and aliphatic ketones and aldehydes with up to quantitative conversion and elevated turnover numbers (TONs). Moreover, the reductive amination of prochiral ketones proceeded with perfect stereoselectivity, always affording the (R)-configured amines with more than 99% enantiomeric excess. The most suitable amine dehydrogenase, the optimised catalyst loading and the required reaction time were determined for each substrate. The biocatalytic reductive amination with this dual-enzyme system (AmDH-Cb-FDH) possesses elevated atom efficiency as it utilizes the ammonium formate buffer as the source of both nitrogen and reducing equivalents. Inorganic carbonate is the sole by-product.

Enantioselective conjugate addition of nitroalkanes to vinyl sulfone: An organocatalytic access to chiral amines

Organocatalytic asymmetric conjugate addition of nitroalkanes to vinyl sulfone mediated by cinchona alkaloid-derived thiourea catalyst afforded the desired Michael product with good enantioselectivity. The described method, in combination with ready desul

Mechanistic studies of the copper-catalyzed electrophilic amination of diorganozinc reagents and development of a zinc-free protocol

Equation Presented An SN2 mechanism for the copper-catalyzed amination of diorganozinc reagents by O-benzoyl-N,N-dialkylhydroxyamines is supported by following stereochemically defined organometallics through the reaction and by employing the endocyclic restriction test. A copper-catalyzed electrophilic amination of organomagnesium compounds is also described in which the use of zinc halides has been eliminated.

Amination of Grignard reagents with retention of configuration

(formula presented) The stereochemistry of electrophilic amination has been probed using the chiral Grignard reagent 5, in which the magnesium-bearing carbon atom is the sole stereogenic center. Amination with azidomethyl phenyl sulfide 1 and with 0-sulfonyloxime 2 were found to proceed with full retention of configuration.