204637-90-1

Basic information

• Product Name: (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-1,2,11,12-tetrahydroxydodecane
• Synonyms: (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-1,2,11,12-tetrahydroxydodecane
• CAS NO: 204637-90-1
• Molecular Weight: 560.515
• Mol File: 204637-90-1.mol

Chemical Properties

• CAS DataBase Reference: (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-1,2,11,12-tetrahydroxydodecane(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-1,2,11,12-tetrahydroxydodecane(204637-90-1)
• EPA Substance Registry System: (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-1,2,11,12-tetrahydroxydodecane(204637-90-1)

Safety Data

• Hazardous Substances Data: 204637-90-1(Hazardous Substances Data)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 165960-90-7 (-)-(2S,3S,6R,7R,10S,11S)-2,3:10,11-Diepoxy-6,7-O-isopropylidene-1,12-O-bis(4-nitrobenzoyl)-1,6,7,12-tetrahydroxydodecane 

Downstream Products

• 165960-92-9 (-)-(2S,3R,6R,7R,10R,11S)-1,12-O-Bis(4-nitrobenzoyl)-3,6:7,10-diepoxy-2-O-methanesulfonyl-1,2,11,12-tetrahydroxydodecane 
• 1026914-62-4 Benzoic acid (S)-4-{(2R,13R)-2,13-bis-methoxymethoxy-13-[(2R,5R,2'R,5'R)-5'-((S)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-tridecyl}-2-methyl-5-oxo-tetrahydro-furan-3-yl ester 
• 1026813-71-7 Benzoic acid (S)-4-{(2R,13S)-2,13-bis-methoxymethoxy-13-[(2R,5R,2'R,5'R)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-tridecyl}-2-methyl-5-oxo-tetrahydro-furan-3-yl ester 
• 165961-14-8 C₂₉H₃₄N₂O₁₅S 
• 165961-06-8 Toluene-4-sulfonic acid (S)-2-{(2R,5R,2'R,5'R)-5'-[(1R,12R)-15-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-12-methoxymethoxy-pentadecyl]-octahydro-[2,2']bifuranyl-5-yl}-2-hydroxy-ethyl ester 
• 165961-18-2 tert-Butyl-{(S)-2-methoxymethoxy-2-[(2R,5R,2'R,5'R)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-ethoxy}-diphenyl-silane 
• 165961-17-1 (+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane 
• 165961-20-6 Toluene-4-sulfonic acid (S)-2-methoxymethoxy-2-[(2R,5R,2'R,5'R)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-ethyl ester 
• 165961-21-7 Toluene-4-sulfonic acid (S)-2-hydroxy-2-[(2R,5R,2'R,5'R)-5'-((R)-1-hydroxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-ethyl ester 
• 204780-10-9 C₂₆H₃₄O₁₀S₂ 

Relevant articles and documents

The First Total Synthesis of (+)-Bullatacin, a Potent Antitumor Annonaceous Acetogenin, and (+)-(15,24)-bisepi-Bullatacin

This paper reports the first total synthesis of the natural product (+)-bullatacin (1), a representative of potent antitumor Annonaceous acetogenins, as well as a stereoisomer (+)-(15,24)-bisepi-bullatacin (2).In this synthesis, a new, efficient method has been developed to introduce the γ-lactone into the bistetrahydrofuran skeleton through in situ alkylation of epoxide 4 by the α-sulfonyl carbanion of phenylsulfone 5.The methylated γ-lactone was successfully synthesized by a sequence of reactions comprising an aldol reaction, an acidic lactonization, and elimination under mild, basic condition.