221903-32-8

Upstream product

• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 439590-21-3 3-ethyl-5-phenyl-4-pentenal 
• 221903-30-6 5-(tert-butyl-dimethyl-silanyloxymethyl)-3-ethyl-dihydro-furan-2-one 
• 221903-29-3 2-[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-butyric acid ethyl ester 
• 221903-31-7 ((S)-4-Ethyl-2,3-dihydro-furan-2-yl)-methanol 
• 410071-80-6 (2S)-4-ethyl-2-hydroxy-6-phenylhex-5-enenitrile 
• 410071-99-7 (2S)-4-ethyl-5-hydroxytetrahydrofuran-2-carbonitrile 
• 410071-81-7 (S)-4-ethyl-2,3-dihydrofuran-2-carbonitrile 
• 1576-86-9 2-pentenal 

Downstream Products

• 287980-11-4 1-[tert-butoxycarbonyl]-3-[2-[[(2,4-dinitrophenyl)sulfonyl][[(2S)-4-ethyl-2,3-dihydro-2-furanyl]methyl]amino]ethyl]-α-methylene-6-[(methanesulfonyl)oxy]-1H-indole-2-acetic acid methyl ester 
• 1310878-75-1 3-(2-(((S)-4-ethyl-2,3-dihydrofuran-2-yl)methyl(2,4-dinitrobenzenesulfonyl)amino)ethyl)-1-(tert-butoxycarbonyl)-2-(1-(methoxycarbonyl)vinyl)-6,7-dimethoxy-1H-indol-5-yl methanesulfonate 
• 221903-34-0 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester 
• 221903-33-9 3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-2,3-dihydro-furan-2-ylmethyl)-amino]-ethyl}-2-(1-methoxycarbonyl-vinyl)-indole-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Stereocontrolled total synthesis of (+)-vinblastine

A stereocontrolled total synthesis of (+)-vinblastine was accomplished, featuring preparations of the two indole units by means of a novel indole synthesis via radical cyclization of thioanilide, and a stereoselective coupling of these units. Copyright

Efficient total syntheses of (±)-vincadifformine and (-)-tabersonine

Stereocontrolled biomimetic total syntheses of the title compounds are described. Our syntheses feature a highly efficient preparation of the key intermediate 11 using our novel indole synthesis methodology. A novel amine protecting protocol by means of 2,4-dinitrobenzenesulfonamides has been developed to ensure the formation of the elusive secodine (3) as well as secodine-type intermediate (4) under very mild conditions.