89690-20-0

Basic information

• Product Name: (4S*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one
• CAS NO: 89690-20-0
• Molecular Weight: 289.375
• Mol File: 89690-20-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (4S*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one(89690-20-0)
• EPA Substance Registry System: (4S*,9aR*)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-one(89690-20-0)

Safety Data

• Hazardous Substances Data: 89690-20-0(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 4396-01-4 isopelletierine 
• 505-18-0 2,3,4,5-tetrahydropyridine 
• 60234-90-4 4-(3,4-dimethoxy-phenyl)-but-3-en-2-one 
• 110-89-4 piperidine 
• 112840-47-8 1-chloro-1-methyl-2-(3,4-dimethoxyphenyl)cyclopropane 
• 6380-23-0 3,4-dimethoxystyrene 
• 206749-06-6 1-[1-(3,4-Dimethoxy-phenyl)-3-trimethylsilanylmethyl-but-3-enyl]-6-hydroxy-piperidin-2-one 
• 206749-04-4 1-[1-(3,4-Dimethoxy-phenyl)-3-trimethylsilanylmethyl-but-3-enyl]-piperidine-2,6-dione 
• 119910-09-7 N-tert-butoxycarbonyl-2-ethoxypiperidine 
• 748157-67-7 1-(3,4-dimethoxyphenyl)-3-(trimethylsilyloxy)buta-1,3-diene 
• 34418-91-2 2,3,4,5-tetrahydropyridine N-oxide 
• 112840-38-7 2-(3,4-dimethoxyphenyl)methylenecyclopropane 
• 109-06-8 α-picoline 

Downstream Products

• 89771-50-6 (+/-)-2-episubcosine II 
• 88931-06-0 (+/-)-subcosine I 
• 88931-04-8 (2RS,4RS,9aSR)-4-(3,4-dimethoxyphenyl)octahydro-2H-quinolizin-2-ol 
• 89771-49-3 (±)-lasubine II 
• 88931-05-9 4-(3,4-dimethoxyphenyl)octahydro-1H-quinolizin-2-ol 

Relevant articles and documents

Rhodium-catalyzed intramolecular conjugate addition of vinylstannanes to?dihydro-4-pyridones: a simple method for stereoselective construction of 1-azabicyclic alkaloids

A straightforward route for the stereoselective synthesis of unsaturated quinolizidines and related higher homologs has been developed. Our results revealed that the rhodium complex [RhCl(cod)]2 is an effective catalyst for the intramolecular c

A method for synthesizing compound of [...]

The invention relates to quinolizidine compounds, particularly a synthesis method of a quinolizidine ketone compound. The method comprises the following steps: carrying out aza Diels-Alder reaction on a compound 1 chloroacylbutyl amine in a halohydrocarbon solvent or alcohol solvent at 0-30 DEG C under the actions of fluoroform sulfonic anhydride, silane, organic base and diolefin, carrying out hydrochloric acid treatment, extracting, drying, concentrating, and purifying to obtain a compound 2 chloro-2,3-dihydro-4-pyridone; carrying out iodo reaction on the compound 2 chloro-2,3-dihydro-4-pyridone in a ketone solvent at 30-90 DEG C under the action of an iodate, extracting, drying, concentrating and purifying to obtain a compound 3-iodo-2,3-dihydro-4-pyridone; and reacting the compound 3 in a halohydrocarbon solvent at 60-100 DEG C under the actions of an initiator and a reducer, concentrating, and purifying to obtain the compound 4 quinolizidine ketone compound.

Synthetic applications of sulfur-substituted indolizidines and quinolizidines

Starting from the sulfur-substituted indolizidines and quinolizidines, a few useful synthetic transformations have been developed and the synthesis of some natural products including indolizidine 209D, epimyrtine, lasubine II, 8a-epi-dendroprimine, and 5-