208518-52-9

Usage

Uses

Used in Anticancer Applications:
Epothilone F is used as an antineoplastic agent for its ability to combat various types of cancer, particularly those that have developed resistance to traditional taxane-based treatments. It functions through a similar mechanism as taxanes, but with a lower susceptibility to multidrug resistance caused by P-glycoprotein. This makes Epothilone F a promising option for patients whose cancers do not respond well to conventional chemotherapy.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Epothilone F is used as a component in the development of innovative drug delivery systems. These systems aim to enhance the bioavailability, targeting, and overall efficacy of the compound when administered to patients. By employing advanced drug delivery technologies, such as nanoparticles and liposomes, Epothilone F can be more effectively transported to cancer cells, improving its therapeutic potential and reducing potential side effects.

Upstream product

• 252981-50-3 21-hydroxy-12,13-desoxyepothilone B 
• 152044-54-7 epothilone B 
• 252981-73-0 (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-16-iodomethyl-3-((E)-2-iodo-1-methyl-vinyl)-8,8,10,12-tetramethyl-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione 
• 240816-16-4 (1S,3S,7S,10R,11S,12S,16S)-7,11-Dihydroxy-16-hydroxymethyl-3-((E)-2-iodo-1-methyl-vinyl)-8,8,10,12-tetramethyl-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione 
• 346652-23-1 (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-tridec-12-enoic acid (S)-1-{(E)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-1-methyl-vinyl}-but-3-enyl ester 
• 346652-33-3 (Z)-(4S,7R,8S,9S,16S)-4,8-Bis-(tert-butyl-dimethyl-silanyloxy)-16-{(E)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-1-methyl-vinyl}-5,5,7,9,13-pentamethyl-oxacyclohexadec-13-ene-2,6-dione 
• 346652-97-9 2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-5-trimethylsilanyloxy-hexa-1,5-dienyl]-thiazole 
• 346653-04-1 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-5-methyl-hex-5-ene-1,2-diol 
• 252205-67-7 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-1-hydroxy-5-methyl-hex-5-en-2-one 
• 252205-66-6 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-5-methyl-hex-5-en-2-one 
• 252205-68-8 2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexa-1,5-dienyl]-thiazole 
• 346652-15-1 3-(tert-butyl-dimethyl-silanyloxy)-5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-4-methyl-pent-4-enal 
• 252205-69-9 (E)-(S)-1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-2-methyl-hexa-1,5-dien-3-ol 
• 252205-86-0 (E)-(S)-4-Hydroxy-6-(2-hydroxymethyl-thiazol-4-yl)-5-methyl-hex-5-en-2-one 

Relevant academic research and scientific papers

Insights into long-range structural effects on the stereochemistry of aldol condensations: A practical total synthesis of desoxyepothilone F

A processable total synthesis of a potent antitumor agent, desoxyepothilone F (dEpoF, 21-hydroxy-12,13-desoxyepothilone B, 21-hydroxyepothilone D), has been accomplished. The route is highly convergent. The new technology has also been applied to a total

Catalytic antibody route to the naturally occurring epothilones: Total synthesis of epothilones A-F

Naturally occurring epothilones have been synthesized starting from enantiomerically pure aldol compounds 9-11, which were obtained by antibody catalysis. Aldolase antibody 38C2 catalyzed the resolution of (±)-9 by enantioselective retro-aldol reaction to afford 9 in 90% ee at 50% conversion. Compounds 10 and 11 were obtained in more than 99% ee at 50% conversion by resolution of their racemic mixtures using newly developed aldolase antibodies 84G3, 85H6 or 93F3. Compounds 9, 10 and 11 were resolved in multigram quantities and then converted to the epothilones by metathesis processes, which were catalyzed by Grubbs' catalysts.

Total synthesis of 16-desmethylepothilone B, epothilone B10, epothilone F, and related side chain modified epothilone B analogues

The macrolactonization-based strategy for the total synthesis of epothilones has been streamlined and improved to a high level of efficiency and stereoselectivity. This strategy has been applied to the construction of vinyl iodide 19 which served as a com

N-oxidation of epothilone A-C and O-acyl rearrangement to C-19- and C- 21-substituted epothilones

A bothersome side reaction in the last step of a total synthesis of epothilone led to the formation of the thiazol-N-oxide 1. Obtained from epothilones prepared by fermentation, these biologically active N-oxides allow the extremely short synthesis of the