398518-77-9

Upstream product

• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 132969-71-2 methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate 
• 136320-64-4 (2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol 
• 132969-60-9 (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal 
• 303727-83-5 (-)-(R)-4-benzyl-3-((2R,3S,4S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanoyl)oxazolidin-2-one 
• 513-35-9 2-methyl-but-2-ene 
• 496035-36-0 (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal 
• 182193-69-7 (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one 
• 133007-95-1 (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol 
• 827603-04-3 (2R,3R,4S,5S)-1-(tert-butyldimethylsilyloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-hexane-2,4-diol 
• 827603-03-2 (2S,4S,5R)-6-(tert-butyldimethylsilyloxy)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethylhexan-3-one 
• 496035-35-9 (2S,4S)-1-hydroxy-5-(p-methoxybenzyloxy)-2,4-dimethylpentan-3-one 

Downstream Products

• 496035-49-5 methyl (2R,3S,4S)-2,4-dimethyl-3-hydroxy-5-(4-methoxybenzyloxy)pentanoate 
• 649756-12-7 methyl (2R,3S,4S)-3-triethylsilyloxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoate 
• 496035-37-1 methyl (2R,3S,4S)-3-(tert-butyldimethylsilyloxy)-2,4-dimethyl-5-(4-methoxybenzyloxy)pentanoate 

Relevant academic research and scientific papers

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

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

Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 1: Synthetic Strategy and Preparation of a Common Precursor

The synthetic strategy for producing multigram quantities of (+)-discodermolide (1) using a hybridized Novartis-Smith-Paterson synthetic route via common precursor 3 is described. In the first part of this five-part series, we present a multikilogram preparation of α-methyl aldehyde 10 from Roche ester, its syn-aldol reaction with Evans boron enolate, removal of the chiral auxiliary, and the preparation of Weinreb amide 3 (Smith common precursor). The common precursor was produced without any chromatography.

Bio-intermediates for use in the chemical synthesis of polyketides

The present invention relates to compounds made by a subset of modules from one or more polyketide synthase (“PKS”) genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or deri

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