600700-34-3

Upstream product

• 600700-29-6 (3R)-2-allyl-3-phenyl-7,8-dimethoxy-1-oxo-1,2,3,4-tetrahydrobenzo[b]-1,6-naphthyridine 
• 600700-24-1 methyl (3R)-3-[N-(p-methoxybenzyl)-N-((ethoxycarbonyl)acetyl)amino]-3-phenylpropanoate 
• 600700-27-4 (3R)-7,8-dimethoxy-1-oxo-3-phenyl-1,2,3,4-tetrahydrobenzo[b]-1,6-naphthyridine 
• 600700-22-9 methyl (3R,αS)-3-[N-(p-methoxybenzyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate 

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).