Mendes, Joseane A.’s team published research in Journal of Organic Chemistry in 2019-02-15 | CAS: 343338-28-3

Journal of Organic Chemistry published new progress about Addition reaction, stereoselective. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Product Details of C4H11NOS.

Mendes, Joseane A. published the artcileEnantioselective Synthesis, DFT Calculations, and Preliminary Antineoplastic Activity of Dibenzo 1-Azaspiro[4.5]decanes on Drug-Resistant Leukemias, Product Details of C4H11NOS, the main research area is diastereoselective addition magnesium bromide chiral imine tetralone type ketone; dibenzo azaspirodecane preparation sulfinamide derivative intermediate arylation; azaspiro compound DFT calculation antineoplastic activity drug resistant leukemia.

The addition of 2-bromobenzylmagnesium bromide to chiral N-tert-butanesulfinyl imines derived from tetralone-type ketones proceeds with high levels of diastereocontrol. The resulting sulfinamide derivatives were transformed into dibenzoazaspiro compounds after a palladium-catalyzed intramol. N-arylation. DFT calculations have been performed to rationalize the stereochem. course of the reaction. Similar results have been obtained considering either di-Et ether or toluene as a solvent, in both cases in an excellent agreement with exptl. findings. NCI topol. calculations have also been used to evidence crucial noncovalent interactions. In addition, the azaspiro compounds reduced the viability of chronic myeloid leukemia cells in the micromolar range. Notably, both the halogen-substituted (R)- and (S)-I (R = F, X = CH2) and I (R = Br, X = CH2) as well as (R)-I (R = H, X = S) were at least two times more effective on a multidrug-resistant derivative than on the parental cell line, exerting a collateral sensitivity effect.

Journal of Organic Chemistry published new progress about Addition reaction, stereoselective. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Product Details of C4H11NOS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics