600700-25-2

Upstream product

• 600700-22-9 methyl (3R,αS)-3-[N-(p-methoxybenzyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate 
• 600700-23-0 methyl (3R)-3-[N-(p-methoxybenzyl)amino]-3-phenylpropanoate 
• 308273-66-7 (S)-N-(4’-methoxybenzyl)-1-phenylethanamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 82319-42-4 (S)-N-(4-methoxybenzylidene)-α-methylbenzylamine 

Downstream Products

• 600700-26-3 (3R)-2-p-methoxybenzyl-7,8-dimethoxy-1-oxo-3-phenyl-1,2,3,4-tetrahydrobenzo[b]-1,6-naphthyridine 

Relevant academic research and scientific papers

Chiral biomimetic NADH models in the benzo[b]-1,6-naphthyridine series. A novel class of stable, reactive and highly enantioselective NADH mimics

The preparation of a new class of tricyclic models 1 based on a Friedl?nder reaction between chiral piperidine-2,4-diones 2 and azomethine 3 is reported. Alkylation of the lactam allowed to install various pendant arms on the chiral cyclic inducer. The so-obtained mimics 1a,d,f,g,h,k were involved in the reduction of methyl benzoylformate to furnish methyl mandelate in 4-87% ee (R). The presence of a coordinating pendant arm proved to be essential to reach optimum results in terms of enantioinduction. Asymmetric reduction of 2-benzoylpyridine with mimics 1d,f,g produced α-phenyl-2-pyridinemethanol in 30-84% ee (R).