791822-03-2

Basic information

• Product Name: (4S,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one
• Synonyms: (4S,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one
• CAS NO: 791822-03-2
• Molecular Weight: 287.359
• Mol File: 791822-03-2.mol

Chemical Properties

• CAS DataBase Reference: (4S,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one(791822-03-2)
• EPA Substance Registry System: (4S,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one(791822-03-2)

Safety Data

• Hazardous Substances Data: 791822-03-2(Hazardous Substances Data)

Upstream product

• 791822-00-9 (4R,10R)-4-(3,4-dimethoxyphenyl)-1,3,4,6,7,10-hexahydroquinolizin-2-one 
• 791821-98-2 (R)-6-[(E)-4-(3,4-dimethoxyphenyl)-2-oxobut-3-enyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 6380-23-0 3,4-dimethoxystyrene 
• 60410-16-4 (1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate 
• 791821-99-3 but-3-enyl-((R)-4-oxocyclopent-2-enyl)carbamic acid tert-butyl ester 
• 791822-02-1 (R)-6-[(S)-2-hydroxybut-3-enyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 791821-96-0 but-3-enyl-((1R,4S)-4-hydroxycyclopent-2-enyl)carbamic acid tert-butyl ester 
• 791821-97-1 (R)-6-[(S)-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 791822-01-0 but-3-enyl-((1R,4S)-4-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl)carbamic acid tert-butyl ester 

Downstream Products

• 221664-11-5 (4S,9aS)-4-(3,4-dimethoxyphenyl)hexahydro-1H-quinolizin-2(6H)-one 
• 68681-73-2 (-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine 

Relevant articles and documents

Concise enantioselective synthesis of (-)-lasubine II

An enantioselective synthesis of the quinolizidine alkaloid (-)-lasubine II 1 is reported. Two different pathways to the key intermediate 2 are described. The first case involving a sequence of ring rearrangement metathesis (RRM), simple functional group interconversion operations, followed by a stereoselective cross metathesis (CM) and in the second case a domino ring opening-/ring closing-/cross metathesis step is involved. In both cases, following the metathesis reactions, exclusively the E-isomer was obtained. The final cyclisation towards the quinolizidine skeleton is achieved by an intramolecular Michael reaction. This concept represents the first example of a highly stereoselective RRM-CM combination in the synthesis of a natural product. Graphical Abstract.