873577-52-7Relevant academic research and scientific papers
Method for synthesizing chiral lactam through tandem reductive amination
-
Paragraph 0035-0039; 0040-0043; 0051-0052, (2021/02/10)
The invention belongs to the technical field of chemical synthesis preparation, and particularly relates to a method for synthesizing chiral lactam through tandem reductive amination, which successfully realizes ruthenium-catalyzed asymmetric reductive amination/cyclization tandem reaction to efficiently construct chiral lactam by using substrates of keto acid and keto ester.
Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters
Shi, Yongjie,Tan, Xuefeng,Gao, Shuang,Zhang, Yao,Wang, Jingxin,Zhang, Xumu,Yin, Qin
supporting information, p. 2707 - 2713 (2020/03/30)
Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.
Synthesis of γ-, δ-, and ε-lactams by asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters
Guijarro, David,Pablo, Oscar,Yus, Miguel
, p. 3647 - 3654 (2013/05/22)
Highly enantiomerically enriched γ- and δ-lactams have been prepared by a simple and very efficient procedure that involves the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters followed by desulfinylation of the nitrogen atom and spo
Synthesis of spirolactams and spiropiperidines as CCR4 receptor antagonists
Hansen, Joshua D.,Newhouse, Bradley J.,Allen, Shelley,Anderson, Aaron,Eary, Todd,Schiro, Justin,Gaudino, John,Laird, Ellen,Allen, Andrew C.,Chantry, David,Eberhardt, Christine,Burgess, Laurence E.
, p. 69 - 72 (2007/10/03)
The synthesis of racemic and non-racemic spirocyclic lactams that display high binding affinity toward CCR4 is described. Two distinct series of spirocycles were prepared from the common intermediate 9.
Racemic and chiral lactams as potent, selective and functionally active CCR4 antagonists
Newhouse, Bradley,Allen, Shelley,Fauber, Benjamin,Anderson, Aaron S.,Eary, C. Todd,Hansen, Joshua D.,Schiro, Justin,Gaudino, John J.,Laird, Ellen,Chantry, David,Eberhardt, Christine,Burgess, Laurence E.
, p. 5537 - 5542 (2007/10/03)
A series of racemic and chiral, nonracemic lactams that display high binding affinities, functional chemotaxis antagonism, and selectivity toward CCR4 are described. Compound 41, which provides reasonably high blood levels in mice when dosed intraperitoneally, was identified as a useful pharmacological tool to explore the role of CCR4 antagonism in animal models of allergic disease. A series of racemic and chiral, nonracemic lactams that display high binding affinities, functional chemotaxis antagonism, and selectivity toward CCR4 are described. Compound 41, which provides reasonably high blood levels in mice when dosed intraperitoneally, was identified as a useful pharmacological tool to explore the role of CCR4 antagonism in animal models of allergic disease.
