916604-37-0Relevant academic research and scientific papers
Process for total synthesis of pladienolide B and pladienolide D
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Page/Page column 28-29, (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).
Structure assignment of lagunapyrone B by fluorous mixture synthesis of four candidate stereoisomers
Yang, Fanglong,Newsome, Jeffery J.,Curran, Dennis P.
, p. 14200 - 14205 (2008/02/10)
Techniques of fluorous mixture synthesis have been used to make four candidate stereoisomers for the natural product lagunapyrone B. A quasiracemic mixture of vinyl iodides whose component configurations at C19-21 were encoded by fluorous silyl groups was
