523-14-8

Basic information

• Product Name: Yohimban-17-one
• Synonyms: Yohimban-17-one;Yohimbone
• CAS NO: 523-14-8
• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.39
• Mol File: 523-14-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 500.4°C at 760 mmHg
• Flash Point: 256.4°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 3.83E-10mmHg at 25°C
• Refractive Index: 1.672
• CAS DataBase Reference: Yohimban-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: Yohimban-17-one(523-14-8)
• EPA Substance Registry System: Yohimban-17-one(523-14-8)

Safety Data

• Hazardous Substances Data: 523-14-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H22N2O/c22-14-6-5-12-11-21-8-7-16-15-3-1-2-4-17(15)20-19(16)18(21)10-13(12)9-14/h1-4,12-13,18,20H,5-11H2

Upstream product

• 2671-55-8 17-oxo-yohimbane-16-carboxylic acid methyl ester 
• 2671-57-0 (+)-yohimbinone 
• 2516-80-5 (+) methyl 3-<1,2,3,4,6,7,12,12bα-octahydro-2-<(methoxycarbonyl)methylene>indolo<2,3-a>quinolizin-3α-yl>propionate 
• 40088-10-6 (20α)-yohimban-17-one 
• 54725-64-3 18,19-didehydroyohimban-17-one 
• 114926-77-1 (4aR,13bS)-3,4,4a,5,8,13,13b,14-octahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinolin-2(7H)-one 
• 146-48-5 Yohimbine 
• 24204-02-2 (20β)-yohimban-17-one 
• 4942-85-2 1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-4-one 
• 84406-16-6 3,3-Bis-phenylsulfanyl-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-4-one 
• 2268-90-8 methyl 2-(1,2,3,4,6,7,12,12bα-octahydro-2-oxoindolo<2,3-a>quinolizin-3α-yl) propionate 
• 2268-90-8 (-) methyl 3-(1,2,3,4,6,7,12,12bα-octahydro-2-oxoindolo<2,3-a>quinolizin-3α-yl)propionate 
• 114926-75-9 15(R)-methoxyyohimban-17-ol 
• 114926-76-0 15(S)-methoxyyohimban-17-ol 

Downstream Products

• 2270-72-6 Dihydrocorynantheol 

Relevant articles and documents

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A New ABCDE> Cycloaddition Strategy for the Approach to Yohimbe Alkaloids: Stereoselective Synthesis of (+/-)-3-epi-allo-Yohimbone

Diels-Alder cycloaddition between lactam-sulfone 9 and diene 10 led to adducts 11 + 12 (30:1, respectively).Compound 11 has been converted in 4 steps into (+/-)-3-epi-allo-yohimbone 16.Key words: Diels-Alder cycloaddition, Yohimbe alkaloids, (+/-)-3-epi-a

Iminium Ions as Initiators and Allylsilanes as Terminators in Polyolefin Cyclizations: Total Synthesis of (+/-)-Yohimbone via A Vinylogous Aminomethano Desilylation

A syntyheses of (+/-)-yohimbone has been realized via a concerted iminium ion-induced polyolefin cyclization terminated by an allylsilane.