474925-63-8

Upstream product

• 34687-03-1 4-nitro-3-phenylbutanoic acid methyl ester 
• 860772-43-6 (E)-1-(1-methyl-1H-imidazole-2-yl)-3-phenylprop-2-en-1-one 
• 67-56-1 methanol 
• 75-52-5 nitromethane 
• 100-52-7 benzaldehyde 
• 5153-67-3 nitrostyrene 
• 14371-10-9 (E)-3-phenylpropenal 
• 563-70-2 bromonitromethane 

Downstream Products

• 1078-21-3 (R)-Phenibut 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 
• 852051-17-3 (R)-(+)-4-nitro-3-phenylbutanoic acid 

Relevant academic research and scientific papers

Enantioselective Conjugate Addition of 2-Acylimidazoles with Nitroalkenes Promoted by Chiral-at-Metal Rhodium(III) Complexes

An enantioselective conjugate addition of 2-acylimidazoles with nitroalkenes catalyzed by chiral-at-metal rhodium(III) complex under mild reaction conditions was developed, affording versatile γ-nitro ketone skeletons in good yields with excellent enantioselectivities (up to >99% ee). (Figure presented.).

Organocatalytic asymmetric nitrocyclopropanation of α,β-unsaturated aldehydes

A novel organocatalytic highly enantioselective nitrocyclopropanation reaction of α,β-unsaturated aldehydes is presented. The 1-nitro-2-formylcyclopropane derivatives synthesized from this catalytic transformation were converted to the corresponding β-nitromethyl-acid esters, which are excellent precursors of GABA analogues such as Baclofen, by subsequent organocatalytic chemoselective ring-opening.

DNA-based catalytic enantioselective Michael reactions in water

High, but not dry: A highly enantioselective Michael reaction in water has been developed by using a simple DNA-based catalyst. Enantioselectivities of up to 99% ee could be obtained by using nitromethane and dimethyl malonate as the nucleophiles and αf,β-unsaturated 2-acylimidazoles as the Michael acceptors. The reactions can be performed on a preparative scale and the catalyst can be recycled. (Chemical Equation Presented).

A short and convenient chemoenzymatic synthesis of both enantiomers of 3-phenylGABA and 3-(4-chlorophenyl)GABA(Baclofen)

Both enantiomers of the pharmacologically active GABA analogues 4-amino-3-phenyl and 4-amino-3-(4-chlorophenyl)butyric acid (Baclofen) with high enantiomeric excesses were synthesized by a chemoenzymatic method involving α-chymotrypsin mediated kinetic resolutions of the corresponding 3-phenyl- and 3-(4-chlorophenyl)-4-nitrobutyric acid methyl ester precursors.