845734-51-2

Upstream product

• 623938-89-6 (2S)-5-(2-methyl-3-butenylsulfanyl)-1-phenyl-1H-tetrazole 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 623938-87-4 (2S)-methyl-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)propan-1-ol 
• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 
• 845734-61-4 (2S)-methyl-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)propionic acid methyl ester 
• 476452-73-0 methyl [(1-phenyl-1H-tetrazol-5-yl)sulfonyl]acetate 

Downstream Products

• 1448461-19-5 methyl (2E,6S,7E,9E)-6-methyl-11-({[4-(methyloxy)phenyl]methyl}oxy)undeca-2,7,9-trienoate 
• 1448461-32-2 (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate 
• 1448461-14-0 tert-butyl{[(2E,4E,6S)-6-methylocta-2,4,7-trien-1-yl]oxy}diphenylsilane 
• 1448461-23-1 tert-butyl{[(2E,4Z,6S)-6-methylocta-2,4,7-trien-1-yl]oxy}diphenylsilane 
• 1448461-18-4 (6S,2E,7E,9E)methyl 11-(tert-butyldiphenylsilyloxy)-6-methylundeca-2,7,9-trienoate 
• 1448461-16-2 1-({[(2E,4E,6S)-6-methylocta-2,4,7-trien-1-yl]oxy}methyl)-4-(methyloxy)benzene 
• 1448461-28-6 1-({[(2E,4Z,6S)-6-methylocta-2,4,7-trien-1-yl]oxy}methyl)-4-(methyloxy)benzene 

Relevant academic research and scientific papers

The natural diterpene tonantzitlolone A and its synthetic enantiomer inhibit cell proliferation and kinesin-5 function

Tonantzitlolone A, a diterpene isolated from the Mexican plant Stillingia sanguinolenta, shows cytostatic activity. Both the natural product tonantzitlolone A and its synthetic enantiomer induce monoastral spindle formation in cell experiments which indicates inhibitory activity on kinesin-5 mitotic motor molecules. These inhibitory effects on kinesin-5 could be verified in in vitro single-molecule motility assays, where both tonantzitlolones interfered with kinesin-5 binding to its cellular interaction partner microtubules in a concentration-dependent manner, yet with a larger effect of the synthetic enantiomer. In contrast to kinesin-5 inhibition, both tonantzitlolone A enantiomers did not affect conventional kinesin-1 function; hence tonantzitlolones are not unspecific kinesin inhibitors. The observed stronger inhibitory effect of the synthetic enantiomer demonstrates the possibility to enhance the overall moderate anti-proliferative effect of the lead compound tonantzitlolon A by chemical modification.

Syntheses of the hexahydroindene cores of indanomycin and stawamycin by combinations of iridium-catalyzed asymmetric allylic alkylations and intramolecular diels-alder reactions

Short and concise syntheses of the hexahydroindene cores of the antibiotics indanomycin (X-14547 A) and stawamycin are presented. Key methods used are an asymmetric iridium-catalyzed allylic alkylation, a modified Julia olefination, a Suzuki-Miyaura coupling, and an intramolecular Diels-Alder reaction.

Total synthesis and elucidation of the absolute configuration of the diterpene tonantzitlolone

(Chemical Equation Presented) The first enantioselective total synthesis of tonantzitlolone, a novel 15-membered macrocyclic diterpene, utilized a Julia olefination, a highly selective, potassium enolate-based anti-Felkin aldol reaction, and an E-selectiv