87167-73-5

Basic information

• Product Name: Pyridinium, 3-ethyl-1-(phenylmethyl)-, chloride
• CAS NO: 87167-73-5
• Molecular Formula: C14H16N.Cl
• Molecular Weight: 233.741
• Mol File: 87167-73-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pyridinium, 3-ethyl-1-(phenylmethyl)-, chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridinium, 3-ethyl-1-(phenylmethyl)-, chloride(87167-73-5)
• EPA Substance Registry System: Pyridinium, 3-ethyl-1-(phenylmethyl)-, chloride(87167-73-5)

Safety Data

• Hazardous Substances Data: 87167-73-5(Hazardous Substances Data)

Upstream product

• 536-78-7 3-ethylpyridine 
• 100-44-7 benzyl chloride 

Downstream Products

• 125213-26-5 (+/-)-2-(benzyloxycarbonyl)-6-ethyl-7-endo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-exo-carboxylic acid methyl ester 
• 125213-26-5 (+/-)-2-(benzyloxycarbonyl)-6-ethyl-7-exo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-endo-carboxylic acid methyl ester 
• 128944-61-6 1-(benzyloxycarbonyl)-trans-3,4-dibromo-3-ethylpiperidine 
• 128944-60-5 1-benzyloxycarbonyl-3,4-dehydro-3-ethylpiperidine 
• 95669-12-8 1-(benzyloxycarbonyl)-5-ethyl-1,2-dihydropyridine 
• 88839-92-3 2-[3-[2-(11-Ethyl-3,5-dioxo-4-phenyl-2,4,6,8-tetraaza-tricyclo[5.2.2.0^2,6]undec-10-en-8-yl)-2-oxo-ethyl]-1-(toluene-4-sulfonyl)-1H-indol-2-yl]-acrylic acid methyl ester 
• 88839-90-1 methyl α-<1-tosylindol-3-acetic(trans-3,4-dibromo-3-ethylpiperidine)amide-2-yl>acrylate 
• 88839-91-2 5-oxo-N_a-14,21-dehydrosecodine 
• 88839-89-8 1-tosylindol-3-ylglycol(1,2,5,6-tetrahydro-3-ethylpyridine)amide 
• 88839-88-7 1-tosylindol-3-ylglyox(1,2,5,6-tetrahydro-3-ethylpyridine)amide 
• 100-44-7 benzyl chloride 
• 77130-12-2 methyl α-<1-tosylindol-3-acetic(1,2,5,6-tetrahydro-3-ethylpyridine)amide-2yl>acrylate 
• 27825-42-9 Secodin 
• 60900-14-3 1-benzyl-3-ethyl-1,2,5,6-tetrahydropyridine 

Relevant articles and documents

Synthesis of (+/-)-Catharanthine, (+)-Anhydrovinblastine, and (-)-Anhydrovincovaline

An efficient total synthesis of (+/-)-catharanthine (1) has been accomplished.Diels-Alder reaction of 8 with α-chloroacryloyl chloride followed by reaction with MeOH gave 9.Treatment of 9 with Me3SiI gave 10, and reaction of 10 with indole-3-acetyl chloride provided 11, which was converted to 13.Irradiation of 13 in CH3CN/H2O with a 450-W Hanovia mercury lamp through a Pyrex filter provided 14.Reduction of 14 by treatment with Et3OBF4 and NaBH3CN gave (+/-)-catharanthine (1).The coupling of synthetic (+/-)-catharanthine with natural (-)-vindoline (2) via modified Polonovski reaction provided (+)-anhydrovinblastine (15a) and (-)-anhydrvincovaline (17a), which could be easily separated by flash chromatography.