88000-53-7Relevant articles and documents
Catalytic Transfer Hydration of Cyanohydrins to α-Hydroxyamides
Kanda, Tomoya,Naraoka, Asuka,Naka, Hiroshi
supporting information, p. 825 - 830 (2019/01/14)
We report the palladium(II)-catalyzed transfer hydration of cyanohydrins to α-hydroxyamides by using carboxamides as water donors. This method enables selective hydration of various aldehyde- and ketone-derived cyanohydrins to afford α-mono- and α,α-disubstituted-α-hydroxyamides, respectively, under mild conditions (50 °C, 10 min). The direct conversion of fenofibrate, a drug bearing a benzophenone moiety, into a functionalized α,α-diaryl-α-hydroxyamide was achieved by means of a hydrocyanation-transfer hydration sequence. Preliminary kinetic studies and the synthesis of a site-specifically 18O-labeled α-hydroxyamide demonstrated the carbonyl oxygen transfer from the carboxamide reagent into the α-hydroxyamide product.
Synthesis and evaluation of radioiodinated derivatives of 1-azabicyclo[2.2.2]oct-3-yl α-hydroxy-α-(4-iodophenyl)-α-phenylacetate as potential radiopharmaceuticals
Rzeszotarski,Eckelman,Francis,Simms,Gibson,Jagoda,Grissom,Eng,Conklin,Reba
, p. 156 - 160 (2007/10/02)
Two derivatives of (RS)-1-azabicyclo[2.2.2]oct-3-yl (RS)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate and three partially resolved (R)- or (S)-1-azabicyclo[2.2.2]oct-3-yl (RS)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetates labeled with no carrier added iodine-125 and iodine-123 were synthesized by the Wallach triazene approach. We have found that this approach is necessary to obtain no carrier added labeling and gives far better results than the direct electrophilic iodination. The obtained yields were 7 to 18% when using iodine-123 (yield dependent on the source of iodide) and up to 17% for iodine-123 (yield dependent on the source of iodide) and up to to 17% for iodine-125 labeled compounds. Our preliminary distribution studies indicate that one derivative localizes in the organs known to have a large concentration of muscarinic receptors and that this localization is due to binding to those receptors.