188729-99-9Relevant academic research and scientific papers
Enantioselective total synthesis and determination of the absolute configuration of the 4,6,8,10,16,18-hexamethyldocosane from Antitrogus parvulus
Herber, Christian,Breit, Bernhard
, p. 5267 - 5269 (2007/10/03)
(Chemical Equation Presented) A copper-catalyzed sp3-sp 3 cross-coupling for fragment coupling in a total synthesis is demonstrated. The diastereo- and enantioselective total synthesis of the 4,6,8,10,16,18-hexamethyldocosanes highli
A NEW PROCESS FOR THE PREPARATION OF EPOTHILONE DERIVATIVES, NEW EPOTHILONE DERIVATIVES AS WELL AS NEW INTERMEDIATE PRODUCTS FOR THE PROCESS AND THE METHODS OF PREPARING SAME
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Page 21, (2008/06/13)
The present invention provides a synthesis for the preparation of epothilone derivatives of formula (9) wherein R1 is methyl, and R2 has the meaning of an unsubstituted or substituted aryl, an unsubstituted or substituted heteroaryl or an unsubstituted or substituted heterocyclic radical fused to a benzene nucleus, and salts thereof, and intermediates for the synthesis of a compound of formula (9).
Total synthesis of epothilone A: The macrolactonization approach
Nicolaou,Sarabia,Ninkovic,Yang
, p. 525 - 527 (2007/10/03)
This highly convergent and practical total synthesis of the antitumor agent epothilone A uses a macrolactonization as the key step. The strategy may provide access to a variety of epothilones desirable for biological screening.
Total syntheses of epothilones A and B via a macrolactonization-based strategy
Nicolaou,Ninkovic,Sarabia,Vourloumis,He,Vallberg,Finlay,Yang
, p. 7974 - 7991 (2007/10/03)
The total syntheses of epothilones A (1) and B (2) and several analogues thereof are described. The reported strategy relies on a macrolactonization approach and features selective epoxidation of the macrocycle double bond in precursors 3 and 4 (Scheme 1), respectively, as well as high convergency and flexibility. Building blocks 9-12 and 15 were constructed by asymmetric processes and coupled via Wittig, aldol, and macrolactonization reactions to afford the basic skeleton of epothilones and that of several of their analogues by a relatively short route. The utilization ofintermediate 14, obtained via a stereoselective Wittig reaction and its Enders coupling to SAMP hydrazone 13 (Scheme 8), in combination with a stereoselective aldol reaction with the modified substrate 69 (Scheme 10) improved the stereoselectivity and efficiency of the total synthesis of these new and highly potent microtubule binding antitumor agents.
