6874-86-8

Basic information

• Product Name: (3S,9aβ)-Octahydro-6α-(3-furyl)-9β-methyl-2H-quinolizine-3-methanol
• Synonyms: (3S,9aβ)-Octahydro-6α-(3-furyl)-9β-methyl-2H-quinolizine-3-methanol;Castoramine
• CAS NO: 6874-86-8
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.34862
• Mol File: 6874-86-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3S,9aβ)-Octahydro-6α-(3-furyl)-9β-methyl-2H-quinolizine-3-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,9aβ)-Octahydro-6α-(3-furyl)-9β-methyl-2H-quinolizine-3-methanol(6874-86-8)
• EPA Substance Registry System: (3S,9aβ)-Octahydro-6α-(3-furyl)-9β-methyl-2H-quinolizine-3-methanol(6874-86-8)

Safety Data

• Hazardous Substances Data: 6874-86-8(Hazardous Substances Data)

Upstream product

• 60161-30-0 4-(furan-3-yl)-1-methyl-7-methyleneoctahydro-2H-quinolizine 
• 616866-40-1 (1R,9S)-1-methyl-7-methyleneoctahydro-4H-quinolizin-4-one 
• 616866-42-3 2(S)-[N-(p-toluenesulfonyl)-aziridin-2(S)-yl]-propan-1-ol 
• 616866-48-9 (1R,2S)-N-(3-hydroxy-1-hydroxymethyl-2-methyl-propyl)-4-methylbenzenesulfonamide 
• 616866-46-7 (2R,3S)-N-(p-toluenesulfonyl)-3-methylaspartic acid dimethyl ester 
• 616866-65-0 (S)-2-[(S)-5-methylene-1-(toluene-4-sulfonyl)piperidin-2-yl]propan-1-ol 
• 616866-50-3 2(S)-[2-(tert-butyl-dimethyl-silanyloxy)-1(S)-methyl-ethyl]-N-(p-toluenesulfonyl)-aziridine 
• 616866-52-5 2(S)-[2-(tert-butyl-dimethyl-silanyloxy)-1(S)-methyl-ethyl]-5-methylene-1-(toluene-4-sulfonyl)-piperidine 
• 616866-56-9 N-{1-[2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-4-(hydroxymethyl)pent-4-enyl}-4-methylbenzenesulfonamide 
• 616866-58-1 (R)-4-[(S)-5-methylene-1-(toluene-4-sulfonyl)piperidin-2-yl]pent-2-enoic acid ethyl ester 
• 498-95-3 (S)-nipecotic acid 
• 37675-18-6 (S)-(+)-nipecotic acid ethyl ester 
• 191599-51-6 ethyl (S)-1-[(tert-butoxy)carbonyl]piperidine-3-carboxylate 

Relevant articles and documents

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Development of a flexible approach to Nuphar alkaloids via two enantiospecific piperidine-forming reactions

(Chemical Equation Presented). In this paper we describe the stereoselective synthesis of functionalized lactam 7 via two enantiospecific piperidine-forming techniques and its employment in a general synthetic approach to Nuphar alkaloids. Specifically, the formation of piperidine 18 by formal [3 + 3] cycloaddition and stepwise annelation processes is described; the latter technique was found to be significantly more efficient than the Pd-catalyzed TMM addition process. Finally, exploitation of the exocyclic alkene installed in the piperidine-forming reaction in the transformation of 18 to (-)-deoxynupharidine ((-)-2), (-)-castoramine ((-)-3), and (-)-nupharolutine ((-)-4) via intermediate lactam 7 is delineated.