184291-97-2

Upstream product

• 303727-83-5 (-)-(R)-4-benzyl-3-((2R,3S,4S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanoyl)oxazolidin-2-one 
• 184291-36-9 (+)-(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dien-1-ol 
• 184291-95-0 (2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyl hex-5-ene 
• 184291-35-8 tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 261968-18-7 (2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one 
• 261968-19-8 [2S,4S,5R,6S]-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-2,3-diol 
• 261968-17-6 (2S,4R,5R,6S)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 496766-52-0 (+)-(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethylpentan-3-ol 
• 496035-39-3 (+)-(2S,3S,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentan-1-ol 
• 496035-38-2 (+)-tert-butyl-{(S)-2-[(2S,4S,5S)-2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl]propoxy}dimethylsilane 
• 182193-69-7 (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one 

Downstream Products

• 261968-22-3 (3Z,5S,6S,7S,8R,9S,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis-(p-methoxybenzyloxy)-5,7,9,11,13,15-hexamethyl-hexadeca-1,3,11-trien-8-ol 
• 373645-65-9 (3Z,5S,6S,7S,8R,9R,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis(p-methoxybenzyloxy)-9-(hydroxymethyl)-5,7,11,13,15-pentamethylhexadeca-1,3,11-trien-8-ol 
• 256920-81-7 1-[(5Z,13Z)-(2S,3R,4S,8S,9R,10R,11S,12S)-11-(4-methoxybenzoxy)-3,9-bis(tert-butyldimethylsilanyloxy)-2,4,6,8,10,12-hexamethylhexadeca-5,13,15-trienyloxymethyl]-4-methoxybenzene 
• 373645-66-0 (3Z,5S,6S,7R,8S,9R,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis(p-methoxybenzyloxy)-9-[(2,4,6-trimethylphenyl)sulfoxymethyl]-5,7,11,13,15-pentamethyl-hexadeca-1,3,11-trien-8-ol 
• 528559-70-8 (4R)-3-[(2R,3S,4S,5S,6S,7Z)-3-hydroxy-5-[(4-methoxyphenyl)methoxy]-2,4,6-trimethyl-1-oxo-7,9-decadienyl]-4-(phenylmethyl)-2-oxazolidinone 

Relevant academic research and scientific papers

Probing o-diphenylphosphanyl benzoate (o-DPPB)-directed C - C bond formation: Total synthesis of dictyostatin

Herein, we report a robust total synthesis of dictyostatin. This polyketide natural product has attracted much attention because of its impressive antiproliferative activity against several human cancer-cell lines. We accomplished its synthesis in a highly convergent manner from three fragments of equal complexity, which were prepared on multigram scale. The southern and northwestern subunits were constructed through application of our o-DPPB-directed hydroformylation and allylic substitution methodology, respectively. These methods generated the C6 and C14 stereocenters of dictyostatin with good diastereoselectivities and simultaneously allowed further elaboration of the fragments by Wittig olefination and Sharpless asymmetric epoxidation, respectively. The compelling performance of the hydroformylation and allylic substitution with regard to practicability, selectivity, and scale underline their value for the construction of propionate motifs.

Studies directed towards the total synthesis of (-)-Dictyostatin

The stereoselective synthesis of the three major fragments (C1-C9, C10-C17, and C19-C26) of an antimitotic marine macrolide, (-)-dictyostatin, has been achieved with a desymmetrization strategy and Oppolzer syn and anti aldol proto-cols as the key reactio

Total synthesis of (-)-dictyostatin

A convergent total synthesis of dictyostatin is described. Key features of the synthesis include the use of titanium-mediated cyclizations of (silyloxy)enynes for the synthesis of stereotriads, a subunit coupling by metathesis, and macrocyclization by int

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

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

Certain substituted polyketides, pharmac eutical compositions containing them and their use in treating tumors

The present invention relates to certain substituted polyketides of formula I, wherein A, B and C are as defined herein, pharmaceutical compositions containing said compounds, and the use of said compounds in treating tumors.

A practical synthesis of (+)-discodermolide and analogues: Fragment union by complex aldol reactions

A practical stereocontrolled synthesis of (+)-discodermolide (1) has been completed in 10.3% overall yield (23 steps longest linear sequence). The absolute stereochemistry of the C1-C6 (7), C9-C16 (8), and Csub

Total synthesis of the antimicrotubule agent (+)-discodermolide using boron-mediated aldol reactions of chiral ketones

With a similar mechanism of action to taxol, the title compound 1 is a particularly promising candidate for development in cancer chemotherapy. This efficient synthesis, based on stereocontrolled aldol reactions, should help to overcome the scarce natural

Syntheses of discodermolides useful for investigating microtubule binding and stabilization

Discodermolide is a marine natural product reported to inhibit the proliferation of T cells and exhibit immunosuppresive activity. Total syntheses of the natural antipode of discodermolide and several variants are reported. These studies provide reagents