Stereoselective Organo-catalyzed Synthesis of α-Fluorinated β-Amino Thioesters and Their Application in Peptide Synthesis was written by Cosimi, Elena;Engl, Oliver D.;Saadi, Jakub;Ebert, Marc-Olivier;Wennemers, Helma. And the article was included in Angewandte Chemie, International Edition in 2016.SDS of cas: 1256245-79-0 This article mentions the following:
α-Fluorinated β-amino thioesters were obtained in high yields and stereoselectivities by organo-catalyzed addition reactions of α-fluorinated mono-thiomalonates to N-Cbz- and N-Boc-protected imines. The transformation requires catalyst loadings of only 1 mol % and proceeds under mild reaction conditions. The obtained addition products were readily used for coupling-reagent-free peptide synthesis in solution and on solid phase. The α-fluoro-β-(carb)amido moiety showed distinct conformational preferences, as determined by crystal structure and NMR spectroscopic anal. 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: 1256245-79-0SDS of 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. In alkane solvents quinuclidine is a Lewis base that forms adducts with a variety of Lewis acids. Carbamoyl boranes are generally prepared as adducts with tertiary amines, such as trialkyl amines, pyridine, or quinuclidine, via two synthetic approaches based either on amidation of amine-carboxyborane adducts or on hydrolysis of amine-cyanoboranes.SDS of cas: 1256245-79-0
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider