Month: December 2023

Zhang, Suling et al. published their research in Cuihua Xuebao in 2009 | CAS: 69221-14-3

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated.Application of 69221-14-3

Cinchona-derived quaternary ammonium salts-improved asymmetric cycloaddition of CO2 to epoxides was written by Zhang, Suling;Song, Yingying;Jing, Huanwang;Yan, Peng;Cai, Qiang. And the article was included in Cuihua Xuebao in 2009.Application of 69221-14-3 This article mentions the following:

A new catalyst system, salenCoX/cinchona-derived quaternary ammonium compound, was developed to catalyze a cycloaddition of CO2 to epoxides under extremely mild reaction conditions. Chiral propylene carbonate was obtained with good enantioselectivity in the presence of the above-mentioned catalyst. The anions of the catalysts and the co-catalysts evidently affect the activity and enantioselectivity of the reaction. The activity of (S,S)-catalysts in terms of anions was confirmed to be in the order 2-nitrophenoxy > 2,4,6-trinitrophenoxy > NO3–> OAc–> CF3CO2– ≈ Br–> Cl–> OTs–. A cocatalyst with a Cl– anion gives the highest ee value for propylene carbonate. In contrast, a cocatalyst with a bromide (Br–) anion has higher activity. The highest enantiomeric excess observed for the enantioselective preparation of propylene carbonate was 73%. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Application of 69221-14-3).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated.Application of 69221-14-3

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

 

Zhou, Jing et al. published their research in Tetrahedron in 2014 | CAS: 1256245-79-0

3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione (cas: 1256245-79-0) belongs to quinuclidine derivatives.The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated. Processes involving the fragmentation of quinuclidines in chemical reactions and under electron impact and reactions involving expansion of the quinuclidine ring and intermediate cleavage of the bicyclic system are examined.  As a ligand, quinuclidine is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.Quality Control of 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione

Organocatalytic asymmetric cascade Michael/hemiketalization/retro-aldol reaction of 3-acetyl-oxindole with β,γ-unsaturated ketoesters catalyzed by bifunctional amino-squaramides was written by Zhou, Jing;Jia, Li-Na;Wang, Qi-Lin;Peng, Lin;Tian, Fang;Xu, Xiao-Ying;Wang, Li-Xin. And the article was included in Tetrahedron in 2014.Quality Control of 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione This article mentions the following:

α-Ketoesters R1CH:CHCOCO2R2 undergo an unprecedented organocatalytic asym. Michael/Hemiketalization/retro-aldol cascade sequence with 1-R3-3-(COR4)-2-indolones, yielding products I (R1 = aryl, 2-thienyl, iPr; R2 = Me, Et, iPr; R3 = H, Et, iPr, PhCH2, Me; R4 = Me, Et, Ph) catalyzed by bifunctional amino-squaramides and thioureas I (R = H, OMe; X = CS, 3,4-dioxo-1-cyclobuten-1,2-diyl) is described. The corresponding adducts I were generally obtained in high yields (up to 97%) with moderate diastereo- (up to 79:21 dr) and good enantioselectivities (up to 90% ee). In the experiment, the researchers used many compounds, for example, 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione (cas: 1256245-79-0Quality Control of 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione).

3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione (cas: 1256245-79-0) belongs to quinuclidine derivatives.The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated. Processes involving the fragmentation of quinuclidines in chemical reactions and under electron impact and reactions involving expansion of the quinuclidine ring and intermediate cleavage of the bicyclic system are examined.  As a ligand, quinuclidine is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.Quality Control of 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider