31085-23-1

Basic information

• Product Name: (1S,9aβ)-Octahydro-1β-methyl-2H-quinolizine
• Synonyms: (1S,9aβ)-Octahydro-1β-methyl-2H-quinolizine;1-Epilupinane
• CAS NO: 31085-23-1
• Molecular Formula: C10H19N
• Molecular Weight: 153.26456
• Mol File: 31085-23-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,9aβ)-Octahydro-1β-methyl-2H-quinolizine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,9aβ)-Octahydro-1β-methyl-2H-quinolizine(31085-23-1)
• EPA Substance Registry System: (1S,9aβ)-Octahydro-1β-methyl-2H-quinolizine(31085-23-1)

Safety Data

• Hazardous Substances Data: 31085-23-1(Hazardous Substances Data)

Upstream product

• 4356-43-8 rac-lupanine 
• 491-43-0 lupinina 
• 174363-71-4 2-(trimethylsilyl)piperidine 
• 1119-51-3 bromopentene 
• 54401-76-2 diethyl 4-oxo-4H-quinolizine-1,3-dicarboxylate 
• 486-70-4 lupinine 
• 145388-39-2 1-(Pent-4-enyl)-2-(trimethylsilyl)piperidine 
• 123387-54-2 N-Boc-2-trimethylsilylpiperidine 
• 75844-69-8 t-butyl piperidinecarboxylate 

Downstream Products

• 105532-90-9 9-epi-lupinyliden-fluorene 

Relevant articles and documents

Stereoselectivity in the Photoinduced Electron Transfer (PET) promoted intramolecular cyclisations of 1-alkenyl-2-silyl-piperidines and -pyrrolidines: Rapid construction of 1-azabicyclo[m.n.0] alkanes and stereoselective synthesis of (±)-isoretronecanol and (±)-epilupinine

PET promoted cyclisations of 1-alkenyl-2-silyl-pyrrolidines and -piperidines 9a-d to 1-aza-bicyclo[m.n.0]alkanes have been found to be stereoselective. The five-membered ring formation gives predominantly cis products while six-membered rings are trans. Application of such cyclisations to the synthesis of (±)-isoretronecanol 22a, (±)-epilupinine 29 and related alkaloids has been demonstrated. Copyright 1996 by the Royal Society of Chemistry.

Quinolizidinyl derivatives of tricyclic systems

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