478490-93-6

Upstream product

• 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 
• 848691-92-9 (Z)-5-(tert-butyldimethylsilyl)oxy-3-methyl-3-penten-1-al 
• 848691-93-0 dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate 
• 849361-58-6 6,7-dihydroxy-5-(4-methoxy-benzyloxy)-hept-2-enoic acid methyl ester 
• 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 
• 478491-05-3 (2E)(5S)-6-tert-butyldiphenylsiloxy-(4-methoxybenzyloxy)hex-2-en-triphenylmethylether 
• 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 
• 478491-17-7 (2E)(5S)-6-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy)hex-2-enoic acid ethyl ester 
• 478491-04-2 (3S)-4-(tert-butyldiphenylsilanyloxy)-N-methoxy-(4-methoxybenzyloxy)-N-methylbutyramide 
• 478491-18-8 (2E)(5S)-6-(tert-butyldiphenylsiloxy)-(4-methoxybenzyloxy)hex-2-en-1-ol 
• 478491-19-9 (4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-ol 
• 478491-02-0 (4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-al 
• 478491-16-6 (3S)-4-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy) butyraldehyde 
• 334706-31-9 (2S)-2-[(E)-2-iodovinyl]-4-methyl-3,6-dihydro-2H-pyran 

Downstream Products

• 849361-73-5 11-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-13-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-trideca-7,12-dien-6-ol 
• 676474-18-3 6,11-bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-2-methyl-13-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-(6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-diene 
• 847835-01-2 2-[6,11-bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-13-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-trideca-7,12-dienyl]-3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran 
• 115268-43-4 laulimalide 
• 856410-71-4 C₆₆H₉₈O₈Si₃ 
• 856410-48-5 2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol 
• 856410-70-3 2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-one 
• 856410-72-5 4-{(2R,6R)-6-[(7E,12E)-(2S,6S,10S,11S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-trideca-7,12-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-yn-1-ol 
• 676474-17-2 11-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-2-methyl-13-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-(6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol 

Relevant academic research and scientific papers

Synthesis of 8-(S)-methoxy-11-desmethyl laulimalide: A novel laulimalide analogue

A strategy is outlined which enables preparation of novel laulimalide analogues at C.8 and C.11. A representative analogue, 8-(S)-methoxy-11-desmethyl laulimalide, was synthesized via this route.

Total synthesis of (-)-laulimalide: Pd-catalyzed stereospecific ring construction of the substituted 3,6-dihydro[2H]pyran units

(Chemical Equation Presented) The potent anticancer agent (-)-laulimalide (1) was prepared through a versatile method that should allow access to other marine natural products. Key steps included a Pd-catalyzed 1,3 chirality transfer of an allylic alcohol

LAULIMALIDE ANALOGS AND USES THEREOF

The present invention provides compounds having formula 1: (I) and pharmaceutically acceptable derivatives thereof, wherein R1-R10, q, t, X0, X1, A, B, D, E, G, J, K, L, M and Z are as described generally and in classes and subclasses herein, and additionally provides pharmaceutical compositions thereof, and methods for the use thereof for the treatment of disorders associated with cellular hyperproliferation.

Synthesis and biological evaluation of (-)-laulimalide analogues

Analogues of the marine natural product (-)-laulimalide were prepared by total synthesis and evaluated in vitro for anticancer activity.

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