128772-79-2

Upstream product

• 76896-60-1 3,4'-dimethyl-6-(phenylamino)-2,4-(1H,3H)-pyrimidinedione 
• 129749-69-5 benzyl 2,6-dibenzyloxybenzoate 
• 25983-52-2 2,6-dibenzyloxybenzyl alcohol 
• 25983-53-3 3-((3-(benzyloxy)-2-formylphenoxy)methyl)benzene 
• 303-07-1 2,6-Dihydroxybenzoic acid 
• 129749-70-8 6-benzyloxy-3-methyl-10-p-tolyl-5-deazaflavin 
• 128772-80-5 6-Hydroxy-3-methyl-10-p-tolyl-10H-pyrimido[4,5-b]quinoline-2,4-dione 

Downstream Products

• 129749-71-9 6--3-methyl-10-p-tolyl-5-deazaflavin 
• 129749-72-0 6--1,5-dihydro-3-methyl-10-p-tolyl-5-deazaflavin 

Relevant academic research and scientific papers

Asymmetric reduction with 5-deazaflavin. III. Reduction of ethyl benzoylformate in the presence of chiral ligand

A nonenzymatic asymmetric reduction of ethyl benzoylformate with an achiral 1,5-dihydro-5-deazaflavin derivative in chiral media was investigated as a model system for reduced nicotinamide adenine dinucleotide (phosphate)-dependent dihydrogenase. The chiral media include chiral nuclear magnetic resonance shift reagent, chiral Lewis acid, and a combination of metal ion and chiral ligand (additive). Of these reductions, a substantial asymmetric induction was observed in the presence of tris-[3-(heptafluoropropylhydroxymethylene)(+)-camphorato]europium to give ethyl mandelate possessing predominantly S-configuration, in an optical yield of 24 to 36%. These values are among the highest so far reported in nonenzymatic reduction of ethyl benzoylformate with a 5-deazaflavin model. The discrimination of the prochiral face of the carbonyl compound was effective even when a catalytic amount of the chiral shift reagent was employed.