916214-13-6

Basic information

• Product Name: 1(2H)-Pyridinecarboxylic acid, 3-[[dimethyl(1-methylethoxy)silyl]methyl]-4-(4-fluorophenyl)-3,6-dihydro-, methyl ester, (3S)-
• CAS NO: 916214-13-6
• Molecular Formula: C19H28FNO3Si
• Molecular Weight: 365.52
• Mol File: 916214-13-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1(2H)-Pyridinecarboxylic acid, 3-[[dimethyl(1-methylethoxy)silyl]methyl]-4-(4-fluorophenyl)-3,6-dihydro-, methyl ester, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Pyridinecarboxylic acid, 3-[[dimethyl(1-methylethoxy)silyl]methyl]-4-(4-fluorophenyl)-3,6-dihydro-, methyl ester, (3S)-(916214-13-6)
• EPA Substance Registry System: 1(2H)-Pyridinecarboxylic acid, 3-[[dimethyl(1-methylethoxy)silyl]methyl]-4-(4-fluorophenyl)-3,6-dihydro-, methyl ester, (3S)-(916214-13-6)

Safety Data

• Hazardous Substances Data: 916214-13-6(Hazardous Substances Data)

Upstream product

• 118798-76-8 tris(4-fluorophenyl)bismuth dichloride 
• 94923-25-8 1-benzyl-1,2,3,6-tetrahydropyridin-4-en-3-one 
• 916214-12-5 3-(diphenoxy-phosphoryloxy)-4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 18171-11-4 chloromethylisopropoxydimethylsilane 
• 916214-01-2 1-benzyl-4-(4-fluoro-phenyl)-1,6-dihydro-2H-pyridin-3-one 
• 916214-03-4 4-(4-fluoro-phenyl)-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 916214-11-4 4-(4-fluoro-phenyl)-3-hydroxy-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 

Downstream Products

• 110429-35-1 (-)-paroxetine hydrochloride 
• 200114-10-9 (3S,4R)-3-(Benzo[1,3]dioxol-5-yloxymethyl)-4-(4-fluoro-phenyl)-piperidine-1-carboxylic acid methyl ester 
• 916214-14-7 4-(4-fluoro-phenyl)-3-hydroxymethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 

Relevant articles and documents

Enantioselective total and formal syntheses of paroxetine (PAXIL) via phosphine-catalyzed enone α-arylation using arylbismuth(V) reagents: a regiochemical complement to Heck arylation

Exposure of dihydropyridinone 1 to the arylbismuth(V) reagent (p-F-Ph)3BiCl2 in the presence of substoichiometric quantities of tributylphosphine (10 mol %) results in aryl transfer to the transiently generated (β-phosphonio)enolate to provide the α-arylated enone 2. This transformation, which represents a regiochemical complement to the Mizoroki-Heck arylation, is used strategically in concise formal and enantioselective total syntheses of the blockbuster antidepressant (-)-paroxetine (PAXIL).