1190042-35-3

Upstream product

• 1349725-15-0 (S)-5-(4-methoxybenzyloxy)hept-6-enal 
• 478491-16-6 (3S)-4-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy) butyraldehyde 
• 478491-17-7 (2E)(5S)-6-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy)hex-2-enoic acid ethyl ester 
• 251571-56-9 [(S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-methanol 
• 221677-48-1 (3S)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-[(4-methoxybenzyl)oxy]butan-1-ol 
• 1434059-20-7 (S)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)-diphenylsilane 
• 1190042-39-7 (S)-5-(4-methoxybenzyloxy)hept-6-en-1-ol 
• 1442433-11-5 C₂₃H₃₁IO₂Si 
• 1434059-19-4 (S)-7-(tert-butyldiphenylsilyloxy)hept-1-en-3-ol 
• 1007401-44-6 ((2S,3S)-2-(4-(tert-butyldiphenylsilyloxy)butyl)oxiran-2-yl)methanol 

Downstream Products

• 1190042-34-2 (1R)-1-propyl-3-butenyl (5S)-5-[(4-methoxybenzyl)oxy-]6-heptenoate 
• 1442433-24-0 (S)-((4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-enyl) 5-((4-methoxybenzyl)oxy)hept-6-enoate 
• 172104-03-9 putaminoxin 

Relevant academic research and scientific papers

Formal total synthesis of Palmerolide A

A stereoselective formal total synthesis of the 20-membered marine macrolide Palmerolide A, a highly potent antitumor agent, is described. The key steps involved in this synthesis are reductive elimination, Sharpless asymmetric dihydroxylation, protecting

Synthesis of the C1-C15 fragment of palmerolide A via protecting group dependent RCM reaction

The steric effect of protecting groups on the outcome of the ring-closing metathesis reaction has been studied for the construction of key 13-membered macrolactone. The protocol has been successfully utilized for the synthesis of C1-C15 fragment of palmerolide A in a highly convergent and concise manner.

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.

The first total synthesis of putaminoxin and determination of its absolute configuration

Asymmetric synthesis of putaminoxin, a phytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of putaminoxin was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural putaminoxin.