174545-76-7

Usage

Uses

Biological reagent for tubulin and microtubulin studies.

Upstream product

• 201142-53-2 (Z)-2-[(2R,3S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yloxymethyl]-3-[(1S,2R,6R)-6-isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-propenal 
• 201142-33-8 (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol 
• 201142-42-9 (E)-2-Cyano-3-[(1S,2R,6R)-6-isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-acrylic acid ethyl ester 
• 201142-44-1 (Z)-2-Hydroxymethyl-3-[(1S,2R,6R)-6-isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-propenal 
• 201142-37-2 (4R,5R,6R)-4-Isopropyl-1-methyl-6-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-5-triethylsilanyloxymethyl-cyclohexene 
• 201142-41-8 (1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enecarbaldehyde 
• 201142-39-4 [(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol 
• 201142-31-6 1-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-yne-2,3-diol 
• 201142-29-2 4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-hydroxy-butan-2-one 
• 198336-00-4 (1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]acetaldehyde 
• 67879-36-1 N-methyl urocanic acid ethyl ester 
• 198336-17-3 pivaloyl N-methylurocanate 
• 201142-56-5 C₅₇H₁₀₀O₉Si₄ 
• 201142-55-4 C₅₇H₁₀₂O₉Si₄ 

Relevant academic research and scientific papers

The total synthesis of eleutherobin

The total synthesis of the title compound (1), starting with (R)-( - )-α-phellandrene (6), has been accomplished. The synthesis rigorously proves the relative stereochemical relationship of the diterpenoid and carbohydrate domains of eleutherobin. Key reactions included a Nozaki - Kishi ring closure to produce a furanophane (see 37 → 38), a pyranose to furanose transposition (see 50 → 47), and a novel oxycarbaglycosidation (cf. 58 → 87) for joining the two domains.

Total synthesis of eleutherobin and eleuthosides A and B

The total synthesis of the cytotoxic marine natural products eleutherobin (1) and eleuthosides A (2) and B (3) is described. The strategy involves glycosidation of the (+)-carvone-derived intermediate 7 with the arabinose-derived trichloroacetimidate 9 fo