852913-53-2

Basic information

• Product Name: (8a,9s)-10,11-dihydro-6'-Methoxy-cinchonan-9-aMine
• Synonyms: (8a,9s)-10,11-dihydro-6'-Methoxy-cinchonan-9-aMine;(8α,9S)-10,11-dihydro-6'-methoxy-Cinchonan-9-amine;(8α,9S)-9-amine-10,11-dihydro-6'-methoxy-Cinchonan;(8α,9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine Trihydrochloride,99%e.e.;(8α, 9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride, min. 90%;9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride, min. 90%
• CAS NO: 852913-53-2
• Molecular Formula: C₂₀H₂₇N₃O
• Molecular Weight: 323.432
• Mol File: 852913-53-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 487.5±30.0 °C(Predicted)
• Appearance: white to off-white/Powder
• Density: 1.17±0.1 g/cm3(Predicted)
• PKA: 9.98±0.70(Predicted)
• Stability: store cold
• CAS DataBase Reference: (8a,9s)-10,11-dihydro-6'-Methoxy-cinchonan-9-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: (8a,9s)-10,11-dihydro-6'-Methoxy-cinchonan-9-aMine(852913-53-2)
• EPA Substance Registry System: (8a,9s)-10,11-dihydro-6'-Methoxy-cinchonan-9-aMine(852913-53-2)

Safety Data

• Hazardous Substances Data: 852913-53-2(Hazardous Substances Data)

Usage

Reactions

Chinchona alkaloid derivative that promotes high enantioselective.

Upstream product

• 168778-61-8 (8S,9S)-9-azido-(9-deoxy)epiquinine 
• 249731-47-3 9-mesylquinine 
• 130-95-0 Quinine 
• 522-66-7 dihydroquinine 
• 1231763-32-8 (S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine hydrochloride 
• 168778-61-8 (8S,9S)-9-azido-(9-deoxy)epiquinine 
• 249731-47-3 quinine 9O-methanesulfonate 
• 130-95-0 quinine 
• 522-66-7 dihydroquinine 

Downstream Products

• 1204591-53-6 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-(((1S)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)amino)cyclobut-3-ene-1,2-dione 
• 1630973-06-6 2-(diphenylphosphino)-N-((S)-((1S,2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)benzamide 
• 1312706-37-8 C₂₁H₂₅N₃OS 
• 1392097-67-4 C₂₉H₃₀F₆N₄O₂ 
• 1565829-19-7 3-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methylamino)-4-(4-(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione 
• 1453102-93-6 N-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)-4-methoxybenzenesulfonamide 
• 1398566-78-3 1-(2,6-diisopropylphenyl)-3-((1S)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea 
• 1352957-59-5 C₃₂H₃₀F₆N₄O₃ 
• 1204699-63-7 C₂₈H₂₉F₆N₃O₃S 
• 1021867-74-2 C₂₇H₃₈N₄OS 

Relevant articles and documents

Synthesis of novel crown ether-squaramides and their application as phase-transfer catalysts

This work presents the synthesis of six new phase-transfer organocatalysts in which the squaramide unit is directly linked to the nitrogen atom of an aza-crown ether. Four chiral skeletons, namely hydroquinine, quinine, cinchonine (cinchonas), and α-D-glu

Catalytic Enantio- and Diastereoselective Mannich Addition of TosMIC to Ketimines

Chiral amines bearing a stereocenter in the α position are ubiquitous compounds with many applications in the pharmaceutical and agrochemical sectors, as well as in catalysis. Catalytic asymmetric Mannich additions represent a valuable method to access such compounds in enantioenriched form. This work reports the first enantio- and diastereoselective addition of commercially available p-toluenesulfonylmethyl isocyanide (TosMIC) to ketimines, affording 2-imidazolines bearing two contiguous stereocenters, one of which is fully-substituted, with high yields and excellent stereocontrol. The reaction, catalyzed by silver oxide and a dihydroquinine-derived N,P-ligand, is broad in scope, operationally simple, and scalable. Derivatization of the products provides enantioenriched vicinal diamines, precursors to NHC ligands and sp3-rich heterocyclic scaffolds. Computations are used to understand catalysis and rationalize stereoselectivity.

ASYMMETRIC SYNTHESIS OF FUNAPIDE

This invention is directed to asymmetric synthesis of funapide, which is useful for the treatment and/or prevention of sodium channel-mediated diseases or conditions, such as pain.