496035-36-0

Upstream product

• 133007-95-1 (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol 
• 496035-35-9 (2S,4S)-1-hydroxy-5-(p-methoxybenzyloxy)-2,4-dimethylpentan-3-one 
• 827603-03-2 (2S,4S,5R)-6-(tert-butyldimethylsilyloxy)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethylhexan-3-one 
• 827603-04-3 (2R,3R,4S,5S)-1-(tert-butyldimethylsilyloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-hexane-2,4-diol 
• 182193-69-7 (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one 
• 1453811-62-5 (2R,3R,4S,5S)-6-(4-methoxybenzyloxy)-3,5-dimethyl-1-(triisopropylsilyloxy)hexane-2,4-diol 
• 1453811-59-0 (2S,4S,5R)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethyl-6 (triisopropylsilyloxy) hexan-3-one 
• 303727-87-9 (2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid N-methoxy-N-methyl-amide 
• 252342-49-7 (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide 

Downstream Products

• 496035-51-9 methyl(2Z,4S,5R,6S)-5-hydroxy-7-(p-methoxybenzyloxy)-2,4,6-trimethylhept-2-enoate 
• 939383-53-6 C₁₉H₂₈O₅ 
• 398518-77-9 (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid 
• 1034401-93-8 C₂₃H₃₅NO₆ 
• 1034401-88-1 ((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate 
• 1034401-91-6 ((2S,3R,4S)-1-hydroxy-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate 
• 1034401-95-0 C₂₉H₄₆N₂O₇ 
• 827603-15-6 C₃₂H₅₈O₅Si₂ 
• 827603-06-5 (Z)-(6S,7R,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6,8-trimethyl-non-4-enoic acid tert-butyl ester 
• 827603-05-4 {(Z)-(1R,2S)-5-Bromo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-tert-butyl-dimethyl-silane 
• 649756-12-7 methyl (2R,3S,4S)-3-triethylsilyloxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoate 
• 496035-34-8 4-methoxy-2,6-dimethylphenyl (4Z,6S,7R,8S)-7-(t-butyldimethylsilyloxy)-9-(p-methoxybenzyloxy)-4,6,8-trimethylnon-4-enoate 
• 496035-40-6 methyl (2Z,4S,5R,6S)-5-(t-butyldimethylsilyloxy)-7-(p-methoxybenzyloxy)-2,4,6-trimethylhept-2-enoate 
• 496035-41-7 tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of a macrocyclic discodermolide/dictyostatin hybrid

A 22-membered macrocyclic discodermolide/dictyostatin hybrid has been designed and synthesised; biological evaluation against a range of human cancer cell lines revealed significant levels of growth inhibition. The Royal Society of Chemistry.

Total synthesis of emericellamides A and B

A concise total synthesis of emericellamides A and B, two cyclic depsipeptides exhibiting antibacterial and cytotoxic activities, is reported. A Paterson anti-aldol reaction and a hydroxy directed 1,3-anti reduction were applied for construction of the po

A second-generation total synthesis of (+)-discodermolide: The development of a practical route using solely substrate-based stereocontrol

(Chemical Equation Presented). A novel total synthesis of the complex polyketide (+)-discodermolide, a promising anticancer agent of sponge origin, has been completed in 7.8% overall yield over 24 linear steps, with 35 steps altogether. This second-genera

Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 2: Synthesis of Fragments C1-6 and C 9-14

Kilogram-scale syntheses of fragments C1-6 (6) and C 9-14 (4) of (+)-discodermolide from common precursor 3 are described. Improved procedures for each step of both fragments were developed by minimizing or eliminating the formation

SYNTHESIS OF DISCODERMOLIDE

The invention relates to a process for preparing discodermolide, for preparing intermediates for the manufacture of discodermolide and discodermolide analogues and to the intermediates obtained during the process. Wherein the process proceeds via a tetrae

1,6-asymmetric induction in boron-mediated aldol reactions: application to a practical total synthesis of (+)-discodermolide.

By relying solely on substrate-based stereocontrol, a practical total synthesis of the microtubule-stabilizing anticancer agent (+)-discodermolide has been realized. This exploits a novel aldol bond construction with 1,6-stereoinduction from the boron eno