934497-69-5Relevant academic research and scientific papers
Asymmetric synthesis of C11-C23 fragment of Pladienolide B
Khatun, Sanjida,Mainkar, Prathama Satyendra,Chandrasekhar, Srivari
, p. 717 - 722 (2014/07/07)
Synthesis of C11-C23 fragment of an antitumor natural product, Pladienolide B, in gram-scale, is described. The key steps involved in this synthesis are Julia-Kocienski olefination, opening of epoxide with TBSOTf to form the corresponding - OTBS protected
Process for total synthesis of pladienolide B and pladienolide D
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Page/Page column 35, (2010/11/29)
[Problems to be Solved] To provide an effective process for total synthesis of pladienolide B and pladienolide D having excellent anti-tumor activity and to provide useful intermediates in the above-described process. [Measure for Solving the Problem] A process for producing a compound represented by Formula (11): wherein P1, P7, P8, P9 and R1 are the same as defined below, characterized by including reacting a compound represented by Formula (12): wherein P7 means a hydrogen atom or a protecting group for hydroxy group; R1 means a hydrogen atom or a hydroxy group, with a compound represented by Formula (13): wherein P1 means a hydrogen atom or a protecting group for hydroxy group; P8 means a hydrogen atom, an acetyl group or a protecting group for hydroxy group; P9 means a hydrogen atom or a protecting group for hydroxy group; or P8 and P9 may form together a group represented by a formula: wherein R5 means a phenyl group which may have a substituent, in the presence of a catalyst.
Total synthesis of the potent antitumor macrolides pladienolide B and D
Kanada, Regina M.,Itoh, Daisuke,Nagai, Mitsuo,Niijima, Jun,Asai, Naoki,Mizui, Yoshiharu,Abe, Shinya,Kotake, Yoshihiko
, p. 4350 - 4355 (2008/03/12)
Getting cross: The total syntheses of two pladienolides (see picture), which have prominent antitumor activity based on a unique mechanism of action, have been accomplished, and their absolute configurations were verified. The 12-membered aliphatic macrolide structure was formed by ring-closing metathesis, and the side-chain moiety was coupled to the macrolide by Julia-Kocienski olefination or cross-metathesis. (Chemical Equation Presented).
