201137-02-2Relevant academic research and scientific papers
Total synthesis of 26-fluoro-epothilone B
Koch, Guido,Loiseleur, Olivier,Altmann, Karl-Heinz
, p. 693 - 697 (2007/10/03)
An efficient synthesis of the epothilone B derivative 26-fluoroepothilone B (1) was realized by early introduction of the synthetically demanding fluoromethyl epoxide function. The presence of a fluoro substituent results in a remarkable increase in the stability of the epoxide, which tolerates the wide range of reaction conditions required for the fragment coupling step and end game transformations.
Total synthesis of 26-hydroxy-epothilone B and related analogs via a macrolactonization based strategy
Nicolaou,Finlay, M. Ray V.,Ninkovic, Sacha,Sarabia, Francisco
, p. 7127 - 7166 (2007/10/03)
The chemical synthesis of a series of 26-substituted epothilones B is described. Fully protected 26-hydroxydesoxy-epothilone B (7), prepared via the macrolactonization strategy, served as a common precursor to the designed epothilones described. The synthesized compounds were members of a large epothilone library whose biological screening led to the identification of a number of highly potent antitumor agents.
Total synthesis of 26-hydroxyepothilone B and related analogues
Nicolaou,Ninkovic, Sacha,Finlay, M. Ray V.,Sarabia, Francisco,Li, Tianhu
, p. 2343 - 2344 (2007/10/03)
A series of 26-substituted epothilones B (3, 22, 23a-n and 24a-h,j-l,o) have been constructed by total synthesis involving a selective Wittig olefination, an aldol reaction and a macrolactonization as key steps.
