1315314-36-3

Basic information

• Product Name: (+)-(1S,9aS)-octahydro-quinolizine-1-carboxylic acid phenyl ester
• Synonyms: (+)-(1S,9aS)-octahydro-quinolizine-1-carboxylic acid phenyl ester
• CAS NO: 1315314-36-3
• Molecular Weight: 259.348
• Mol File: 1315314-36-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-(1S,9aS)-octahydro-quinolizine-1-carboxylic acid phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(1S,9aS)-octahydro-quinolizine-1-carboxylic acid phenyl ester(1315314-36-3)
• EPA Substance Registry System: (+)-(1S,9aS)-octahydro-quinolizine-1-carboxylic acid phenyl ester(1315314-36-3)

Safety Data

• Hazardous Substances Data: 1315314-36-3(Hazardous Substances Data)

Upstream product

• 959420-89-4 (+)-(S)-N-[(1E)-5-chloropentylidene]-2-methylpropane-2-sulfinamide 
• 959051-08-2 5-chloro-pentanoic acid phenyl ester 
• 20074-80-0 5-chloro-pentanal 
• 1575-61-7 5-Chlorovaleroyl chloride 
• 14273-86-0 methyl 5-chloropentanoate 
• 108-95-2 phenol 

Relevant articles and documents

Total syntheses of (-) epilupinine and (-)-tashiromine using imino-aldol reactions

Short routes to enantiomerically pure indolizidine and quinolizidine alkaloids have been developed using imino-aldol reactions of enolates derived from phenyl 5-chlorovalerate. High levels of syn selectivity (dr ～13-16:1) were obtained using lithium enolates of phenyl esters in combination with tert-butylsulfinyl imines. The imino-aldol adducts were deprotected and cyclized to afford (-)-epilupinine ((-)-2) and (-)-tashiromine ((-)-1) in two further steps.