287980-07-8

Upstream product

• 64-18-6 formic acid 
• 287980-06-7 Acetic acid (E)-3-(4-methanesulfonyloxy-2-nitro-phenyl)-allyl ester 
• 287980-03-4 methanesulfonic acid 4-acetylamino-3-nitro-phenyl ester 
• 287980-05-6 Methanesulfonic acid 3-nitro-4-((E)-3-oxo-propenyl)-phenyl ester 
• 1026703-12-7 methanesulfonic acid 4-amino-3-nitro-phenyl ester 
• 287980-04-5 methanesulfonic acid 4-iodo-3-nitro-phenyl ester 
• 22821-80-3 methanesulfonic acid 4-acetamidophenyl ester 
• 24690-19-5 methanesulfonic acid 4-aminophenyl ester 
• 20455-07-6 p-nitrophenyl methanesulfonate 

Downstream Products

• 287980-08-9 Acetic acid (E)-3-(2-isocyano-4-methanesulfonyloxy-phenyl)-allyl ester 
• 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 
• 502423-37-2 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester 
• 2182-14-1 vindoline 
• 22149-28-6 11-hydroxytabersonine 
• 3633-92-9 (3aR,3a¹R,4R,5S,5aR,10bR)-methyl 3a-ethyl-4,5-dihydroxy-8-methoxy-6-methyl-3a,3a¹,4,5,5a,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate 

Relevant academic research and scientific papers

An efficient total synthesis of (-)-vindoline

A highly efficient total synthesis of the title compound is described. Our synthesis features 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-type intermediate 15 under very mild conditions.