14402-56-3

Basic information

• Product Name: (8S,9R)-9-Benzoyloxy-cinchonan
• Synonyms: (8S,9R)-9-Benzoyloxy-cinchonan
• CAS NO: 14402-56-3
• Molecular Weight: 398.505
• Mol File: 14402-56-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (8S,9R)-9-Benzoyloxy-cinchonan(CAS DataBase Reference)
• NIST Chemistry Reference: (8S,9R)-9-Benzoyloxy-cinchonan(14402-56-3)
• EPA Substance Registry System: (8S,9R)-9-Benzoyloxy-cinchonan(14402-56-3)

Safety Data

• Hazardous Substances Data: 14402-56-3(Hazardous Substances Data)

Upstream product

• 532-31-0 silver benzoate 
• 691382-04-4 (1S,3R,4S,8S,9R)-9-bromo-cinchonane 
• 65-85-0 benzoic acid 
• 485-71-2 Cinchonidin 
• 560119-42-8 methanesulfonic acid (quinolin-4-yl)(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methyl ester 
• 67-56-1 methanol 
• 532-32-1 sodium benzoate 
• 75-89-8 2,2,2-trifluoroethanol 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Synthesis of novel 9R/S-acyloxy derivatives of cinchonidine and cinchonine as insecticidal agents

Endeavor to discover biorational natural products-based insecticides, two series (27) of novel 9R/S-acyloxy derivatives of cinchonidine and cinchonine were prepared and assessed for their insecticidal activity against Mythimna separata in?vivo by the leaf-dipping method at 1 mg/mL. Among all the compounds, especially derivatives 6l and 6o exhibited the best insecticidal activity with final mortality rates of 75.0% and 71.4%, respectively. Overall, a free 9-hydroxyl group is not a prerequisite for insecticidal activity and C9-substitution is well tolerated; the configuration of C8/9 position is important for insecticidal activity, and 9S-configuration is optimal; 6’-OCH3 moiety is not necessary, removal of it is also acceptable. (Figure presented.).

Cinchonidine compound, preparation method and application thereof, and pesticide

The invention belongs to the technical field of pesticides, in particular to a cinchonidine compound, a preparation method and application thereof, and a pesticide. The structure of the cinchonidine compound provided by the invention is represented by a formula (I), and R is any one selected from alkyl, naphthalene alkylene, benzene alkylene, phenyl and substituted phenyl, wherein the number of carbon atoms in the alkyl is 1-6, alkylenes in the naphthalene alkylene and the benzene alkylene are separately and independently selected from alkylenes with 1-4 carbon atoms, and substituents in the substituted phenyl are one or more selected from halogen, nitro, alkoxy with 1-3 carbon atoms and alkyl with 1-4 carbon atoms. The cinchonidine compound provided by the invention has good insecticidalactivity and has a better application prospect.

Preparation of enantiopure 1-azabicyclo[3.2.2]nonanes Functionalized at carbon C3, from cinchonine and cinchonidine. Stereoselective solvolysis and an easily enolizable ketone

Solvolysis of C9 mesylated cinchonidine 1-OMs and cinchonine 2-OMs in solvent MeOH, EtOH, and CF3CH2OH affords ring-expanded 1-azabicyclo[3.2.2]nonanes oxygenated at carbon C3 ("second Cinchona rearrangement"). The newly introduced s