Akiyama, Ryo; Matsuki, Norio; Nomura, Hiroshi; Yoshida, Hisao; Yoshida, Tomoko; Kobayashi, Shu published the artcile< Nontoxic, nonvolatile, and highly efficient osmium catalysts for asymmetric dihydroxylation of alkenes and application to one mol-scale synthesis of an anticancer drug, camptothecin intermediate>, Electric Literature of 112-63-0, the main research area is Sharpless dihydroxylation osmium polymer catalyst prepare.
Novel polymer-incarcerated osmium (PI Os) catalysts have been developed. The osmium (Os) catalysts were shown to be nontoxic and nonvolatile, and stable for several months in air. Asym. dihydroxylation of alkenes using these Os catalysts proceeded smoothly to afford the corresponding diols in high yields with high enantioselectivities. The catalysts could be recovered and reused. A one mol-scale preparation of a key intermediate for camptothecin (anticancer drug, antitumor agent, quinoline alkaloid topoisomerase inhibitor) was successfully demonstrated by using the catalysts. The synthesis of the target compound was achieved using 4-ethyl-8-methoxy-1H-pyrano[3,4-c]pyridine (I) as a starting material and (DHQD)2PYR [(9S,9”S)-9,9”-[(2,5-diphenyl-4,6-pyrimidinediyl)bis(oxy)]bis[(0,11-dihydro-6′-methoxy)cinchonan]] as a ligand. The target compounds thus formed [i.e., (3R,4S)-4-ethyl-3,4-dihydro-8-methoxy-1H-pyrano[3,4-c]pyridine-3,4-diol (II)] was transformed into a camptothecin precursor, (4S)-4-ethyl-1,4-dihydro-4-hydroxy-8-methoxy-3H-pyrano[3,4-c]pyridin-3-one.
RSC Advances published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Electric Literature of 112-63-0.
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Ester – an overview | ScienceDirect Topics