86668-17-9

Basic information

• Product Name: (S)-1-Benzyl-4-[(R)-(4-cyano-phenyl)-hydroxy-methyl]-1,4-dihydro-pyridine-3-carboxylic acid amide
• CAS NO: 86668-17-9
• Molecular Weight: 345.401
• Mol File: 86668-17-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-1-Benzyl-4-[(R)-(4-cyano-phenyl)-hydroxy-methyl]-1,4-dihydro-pyridine-3-carboxylic acid amide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Benzyl-4-[(R)-(4-cyano-phenyl)-hydroxy-methyl]-1,4-dihydro-pyridine-3-carboxylic acid amide(86668-17-9)
• EPA Substance Registry System: (S)-1-Benzyl-4-[(R)-(4-cyano-phenyl)-hydroxy-methyl]-1,4-dihydro-pyridine-3-carboxylic acid amide(86668-17-9)

Safety Data

• Hazardous Substances Data: 86668-17-9(Hazardous Substances Data)

Upstream product

• 105-07-7 4-cyanobenzaldehyde 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 

Downstream Products

• 874-89-5 4-Cyanobenzyl alcohol 
• 105-07-7 4-cyanobenzaldehyde 
• 62087-45-0 4,6'-(BNA)2 
• 67146-57-0 1,1'-dibenzyl-1,4,1',4'-tetrahydro-[4,4']bipyridinyl-3,3'-dicarboxylic acid diamide 

Relevant articles and documents

Redox-Photosesitized Reactions. 13. Ru(bpy)32+ -Photosensitized Reactions of an NADH Model, 1-Benzyl-1,4-dihydronicotinamide, with Aromatic Carbonyl Compounds and Comparision with Thermal Reactions

Photosensitized reactions of 1-benzyl-1,4-dihydronicotinamide (BNAH) with aromatic carbonyl compounds (1a-f) by Ru(bpy)32+ have been investigated.The reduction to the corresponding alcohols occurs with di-2-pyridyl ketone (1a) in a quantitative yield and with methyl benzoylformate (1b) in a 18percent yield.Noteworthy is the efficient formation of 1:1 adducts 4b-f, a new class of 4-alkyl 1,4-dihydronicotamides, in 55-85percent isolated yields; 4b is a single isomer of a condensed bicyclic imide, whereas the other adducts are obtained as diastereoisomeric mixtures.In the case oftrifluoroacetophenone (1c), the diastereoisomeric 6-alkylated 1,6-dihydronicotamides (4c') are formed as minor 1:1 adducts.The structure of each adduct has been determined by spectroscopic and X-ray crystallographic studies with one exception (4d).The mechanism of the photosensitized reactions is discussed in terms of sequential indirect electron-proton transfer from BNAH to 1a-f followed by electron transfer or cross-coupling between radical intermediates.On the other hand thermal reactions of NAH with 1a-e in the dark give neither the adduct nor the half-oxidized dimers of BNAH but the alcohols.It is suggested that electron-transfer mechanisms are not responsible for the thermal reactions.