253184-93-9

Upstream product

• 58931-16-1 (R)-1-benzyloxypent-4-en-2-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 14618-80-5 (R)-benzyl glycidol 

Downstream Products

• 98892-19-4 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentanol 
• 742062-03-9 (+)-(4R)-5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-hydroxy-pentan-2-one 
• 188048-36-4 (+)-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]methanol 
• 742062-02-8 (+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde 
• 742062-05-1 (+)-(4R)-1-acetyloxy-5-benzyloxy-4-hydroxy-pentan-2-one 
• 742062-06-2 (+)-(2R,4R)-5-acetyloxy-1-benzyloxy-2,4-pentanediol 
• 742062-12-0 1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-prop-2-yn-1-ol 
• 742062-07-3 (+)-acetic acid [(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]methyl ester 
• 742062-04-0 (+)-(4R)-1-acetyloxy-5-benzyloxy-4-(tert-butyldimethylsilyloxy)-pentan-2-one 
• 742062-13-1 (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol 
• 253184-97-3 5-benzyloxy 4R-t-butyldimethylsiloxy 1-hexanal 
• 253184-95-1 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentyl bromide 
• 253184-96-2 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentyl cyanide 
• 253184-99-5 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone 

Relevant academic research and scientific papers

Convergent highly stereoselective preparation of the C12-C24 fragment of macrolactin A

The convergent synthesis of the C12-C24 fragment (lower part) of macrolactin A is described. The adapted strategy allowed building up the lower moiety by the assembly of three key intermediates via organometallic addition. One hydroxylic stereogenic cente

Synthetic spiroketal pyranes as potent anti-cancer agents

Novel tubulin binding compounds (SPIKETS) having potent tubulin depolymerization activity and inhibitory activity against tubulin polymerization. The compounds are effective agents for inhibiting cellular proliferation, for example, in cancer cells. The compounds are adapted to interact favorably with a novel SP binding pocket on tubulin, which pocket is useful for screening of anti-tubulin, anti-proliferation, and anti-cancer drugs.

Stereocontrolled synthesis of a novel pharmacophore of the tubulin- depolymerizing marine natural product spongistatin

We report here the synthesis and X-ray structure of a novel spiroketal pyran, SPIKET-P1, as a pharmocophore for the tubulin-depolymerizing marine natural product spongistatin 1. Following its retro-synthetic analysis, SPIKET-P1 was prepared using a versatile 11-step synthetic scheme in a stereocontrolled fashion. (C) 2000 Elsevier Science Ltd.

Structure-based design of a novel synthetic spiroketal pyran as a pharmacophore for the marine natural product Spongistatin 1

SPIKET-P, a novel synthetic spiroketal pyran, was rationally designed as a pharmacophore for the tubulin depolymerizing marine natural product Spongistatin 1. SPIKET-P was prepared from the commercially available benzyl (R)-(-)-glycidyl ether using a versatile 11-step synthetic scheme in a stereocontrolled fashion. At nanomolar concentrations, SPIKET-P caused tubulin depolymerization in cell-free turbidity assays and exhibited potent cytotoxic activity against cancer cells as evidenced by destruction of microtubule organization, and prevention of mitotic spindle formation in human breast cancer cells. (C) 2000 Elsevier Science Ltd. All rights reserved.