478491-16-6

Upstream product

• 221677-48-1 (3S)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-[(4-methoxybenzyl)oxy]butan-1-ol 
• 251571-56-9 [(S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-methanol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 478491-03-1 (S)-4-(((tert-butyldiphenylsilyl)oxy)methyl)oxetan-2-one 
• 478491-15-5 (3S)-4-(tert-butyldiphenylsilanyloxy)-hydroxy-N-methoxy-N-methylbutyramide 
• 124655-05-6 (S)-methyl 4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate 
• 693790-04-4 (S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)butyric acid methyl ester 

Downstream Products

• 478491-17-7 (2E)(5S)-6-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy)hex-2-enoic acid ethyl ester 
• 950513-92-5 (3R,5S)-6-(tert-butyldiphenylsiloxy)-3-hydroxy-1-[(4'R)-4'-isopropyl-2'-thioxothiazolidin-3'-yl]-5-(4-methoxybenzyloxy)-hexan-1-one 
• 950513-93-6 (3S,5S)-6-(tert-butyldiphenylsiloxy)-3-hydroxy-1-[(4'R)-4'-isopropyl-2'-thioxothiazolidin-3'-yl]-5-(4-methoxybenzyloxy)-hexan-1-one 
• 950513-94-7 ethyl (3R,5S)-6-(tert-butyldiphenylsiloxy)-3-hydroxy-5-(p-methoxybenzyloxy)hexanoate 
• 950513-95-8 (5R,7S)-tert-butyl 8-(tert-butyldiphenylsiloxy)-5-hydroxy-7-(4-methoxybenzyloxy)-3-oxooctanoate 
• 464914-19-0 (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol 
• 478491-02-0 (4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-al 
• 478491-19-9 (4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-ol 
• 478491-18-8 (2E)(5S)-6-(tert-butyldiphenylsiloxy)-(4-methoxybenzyloxy)hex-2-en-1-ol 
• 478490-93-6 (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxy-benzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal 
• 478491-08-6 (1E,6E)(3S,4S)-4-(4-methoxybenzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-8-trityloxyocta-1,6-dien-3-ol 
• 478491-05-3 (2E)(5S)-6-tert-butyldiphenylsiloxy-(4-methoxybenzyloxy)hex-2-en-triphenylmethylether 
• 478491-22-4 tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane 
• 327027-69-0 (3Z,9E,14E)-(1R,7S,11S,17S)-11-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,14,19-tetraene-5,13-dione 

Relevant academic research and scientific papers

Novel synthesis of stagonolide-F, putaminoxin and aspinolide-A

Novel synthesis of putaminoxin, stagonolide-F and aspinolide-A have been achieved by utilizing (S) and (R)- malic acid. The key feature of the synthetic strategy includes Horner-Wittig olefination, double bond reduction and Steglich esterification. Olefinic acid for putaminoxin and stagonolide-F was prepared from (S)-malic acid whereas olefinic acid for aspinolide-A was prepared from (R)-malic acid and olefinic alcohols for putaminoxin, stagonolide-F and aspinolide-A were prepared by using Brown's asymmetric allylboration.

Towards EPC-syntheses of the structural class of cochleamycins and macquarimicins. Part 3: EPC-syntheses of the β-keto lactone subunits and first attempts towards the syntheses of the pentacyclic antibiotics of this group

Practical EPC-syntheses of δ-substituted-β-keto δ-lactones, subunits of the cochleamycins and macquarimicins, are presented. In consequence Tietze's tandem reaction is employed to combine δ-allyl-β-keto δ-lactone with a hydrindene derivative, the second subunit of these acetogenic antibiotics. Model reactions for the final oxidative radical tandem cyclization reveal that the electrophilic radical cyclizes exclusively in exo-trig fashion. However, with the intended precursor of macquarimicin C allylic hydrogen abstraction thwarted the oxidative radical tandem cyclization.

A de novo enantioselective total synthesis of (-)-laulimalide

An enantioselective total synthesis of the naturally occurring anticancer agent (-)-laulimalide is described. The synthesis is characterized by extensive use of new reaction methodologies based on catalytic asymmetric acyl halide-aldehyde cyclocondensatio

Synthesis of the macrocyclic core of laulimalide

equation presented A stereoselective synthesis of 3, corresponding to the fully functionalized macrocyclic core of the novel microtubule-stabilizing agent, laulimalide, has been completed. Efficient macrolactonization was achieved by a Mitsunobu reaction,