Tag: 611.7117

Zheng, Sheng-Cai et al. published their research in Angewandte Chemie, International Edition in 2019 | CAS: 1630973-03-3

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) belongs to quinuclidine derivatives. Quinuclidine is found as a structural component of some biomolecules including quinine. Traditionally, quinuclidine scaffolds can be constructed by second-order nucleophilic substitution (SN2) reaction or condensation reaction of piperidine derivatives. However, most of these reactions are racemic or chiral auxiliary-assisted processes.Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Catalytic Atropenantioselective Heteroannulation between Isocyanoacetates and Alkynyl Ketones: Synthesis of Enantioenriched Axially Chiral 3-Arylpyrroles was written by Zheng, Sheng-Cai;Wang, Qian;Zhu, Jieping. And the article was included in Angewandte Chemie, International Edition in 2019.Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide This article mentions the following:

In the presence of Ag2O and a quinine- or quinidine-derived phosphine, arylethynyl aryl ketones such as I (R = Ph, 4-BrC6H4, 4-ClC6H4, 4-MeOC6H4, 4-MeC6H4, 4-t-BuC6H4, 3-MeOC6H4; R1 = Me, Et, i-Pr, Ac) underwent enantioselective cycloaddition reactions with isocyanoacetates such as Et isocyanoacetate to yield (aryl)aroylpyrrolecarboxylates such as II (R = Ph, 4-BrC6H4, 4-ClC6H4, 4-MeOC6H4, 4-MeC6H4, 4-t-BuC6H4, 3-MeOC6H4; R1 = Me, Et, i-Pr, Ac) in 46-98% yields and in 82-96% ee. In the experiment, the researchers used many compounds, for example, 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide).

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) belongs to quinuclidine derivatives. Quinuclidine is found as a structural component of some biomolecules including quinine. Traditionally, quinuclidine scaffolds can be constructed by second-order nucleophilic substitution (SN2) reaction or condensation reaction of piperidine derivatives. However, most of these reactions are racemic or chiral auxiliary-assisted processes.Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

 

Yuan, Wei-Cheng et al. published their research in Organic Letters in 2022 | CAS: 1630973-03-3

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) 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.聽 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.Synthetic Route of C39H38N3O2P

Ag-Catalyzed Asymmetric Interrupted Barton-Zard Reaction Enabling the Enantioselective Dearomatization of 2- and 3-Nitroindoles was written by Yuan, Wei-Cheng;Chen, Xin-Meng;Zhao, Jian-Qiang;Zhang, Yan-Ping;Wang, Zhen-Hua;You, Yong. And the article was included in Organic Letters in 2022.Synthetic Route of C39H38N3O2P This article mentions the following:

Authors disclose a Ag-catalyzed asym. interrupted Barton-Zard reaction of 伪-aryl substituted isocyanoacetates with 2- and 3-nitroindoles, which enables the dearomatization of nitroindoles and hence offers rapid access to an array of optically active tetrahydropyrrolo[3,4-b]indole derivatives bearing three contiguous stereogenic centers including two tetrasubstituted chiral carbon atoms with pretty outcomes (up to 99% yield, 91:9 dr and 96% ee). The synthetic potential of the protocol was showcased by the gram-scale reaction and versatile transformations of product. In the experiment, the researchers used many compounds, for example, 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3Synthetic Route of C39H38N3O2P).

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) 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.聽 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.Synthetic Route of C39H38N3O2P

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

 

Yuan, Wei-Cheng et al. published their research in Organic Letters in 2022 | CAS: 1630973-03-3

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) 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.  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.Synthetic Route of C39H38N3O2P

Ag-Catalyzed Asymmetric Interrupted Barton-Zard Reaction Enabling the Enantioselective Dearomatization of 2- and 3-Nitroindoles was written by Yuan, Wei-Cheng;Chen, Xin-Meng;Zhao, Jian-Qiang;Zhang, Yan-Ping;Wang, Zhen-Hua;You, Yong. And the article was included in Organic Letters in 2022.Synthetic Route of C39H38N3O2P This article mentions the following:

Authors disclose a Ag-catalyzed asym. interrupted Barton-Zard reaction of α-aryl substituted isocyanoacetates with 2- and 3-nitroindoles, which enables the dearomatization of nitroindoles and hence offers rapid access to an array of optically active tetrahydropyrrolo[3,4-b]indole derivatives bearing three contiguous stereogenic centers including two tetrasubstituted chiral carbon atoms with pretty outcomes (up to 99% yield, 91:9 dr and 96% ee). The synthetic potential of the protocol was showcased by the gram-scale reaction and versatile transformations of product. In the experiment, the researchers used many compounds, for example, 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3Synthetic Route of C39H38N3O2P).

2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) 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.  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.Synthetic Route of C39H38N3O2P

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider