53779-69-4Relevant academic research and scientific papers
Straightforward access to the [3.2.2]nonatriene structural framework via intramolecular cyclopropenation/buchner reaction/cope rearrangement cascade
Xu, Xinfang,Wang, Xiangbo,Zavalij, Peter Y.,Doyle, Michael P.
supporting information, p. 790 - 793 (2015/03/30)
A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium(II)-catalyzed intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope rearrangement to provide straightforward access to bicyclo[3.2.2]nonatriene derivatives in high yields and selectivities.
Synthesis, evaluation and absolute configuration assignment of novel dihydropyrimidin-2-ones as picomolar sodium iodide symporter inhibitors
Lacotte, Pierre,Buisson, David-Alexandre,Ambroise, Yves
, p. 722 - 727 (2013/05/09)
A small library of dihydropyrimidin-2-ones (DHPMs) was synthesized and evaluated for their potency to block iodide entrapment in rat thyroid cells. Synthesis was achieved using the multicomponent Biginelli reaction. Twelve compounds were tested for the inhibition of sodium iodide symporter (NIS) in a cell-based assay. One newly synthesized derivative exhibited a remarkably strong activity, with a half-maximum inhibitory concentration value (IC50) of 65 pM. Three DHPMs were further resolved from racemates using chiral HPLC and absolute configurations were assigned using circular dichroism spectroscopy. Biological evaluation showed that most of the activity against NIS resides in one enantiomer. This study provides new insights for the development of anti-thyroid drugs, as well as for the synthesis of novel pharmacological tools designed to investigate iodide transport mechanisms at cellular and molecular levels.
AgOTf-catalyzed transesterification of β-keto esters
Das, Rima,Chakraborty, Debashis
experimental part, p. 140 - 144 (2012/05/20)
AgOTf proved to be an effective catalyst for the transesterification of β-keto esters with primary, secondary and tertiary alcohols. The products were obtained in high yield within a reasonable reaction time period. The kinetics of the transesterification reaction were also studied and the reaction was found to follow second-order kinetics. Copyright
