259258-13-4

Basic information

• Product Name: C₄₃H₅₂O₉
• CAS NO: 259258-13-4
• Molecular Weight: 712.88
• Mol File: 259258-13-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₄₃H₅₂O₉(CAS DataBase Reference)
• NIST Chemistry Reference: C₄₃H₅₂O₉(259258-13-4)
• EPA Substance Registry System: C₄₃H₅₂O₉(259258-13-4)

Safety Data

• Hazardous Substances Data: 259258-13-4(Hazardous Substances Data)

Upstream product

• 15097-38-8 (carbobenzyloxymethylene)triphenylphosphorane 
• 100-39-0 benzyl bromide 
• 157220-15-0 (2R,3S,4S,5S,6R,7S)-4-Benzyloxy-7-methoxymethoxymethyl-5-methyl-2-((S)-1-methyl-allyl)-6-triisopropylsilanyloxy-oxepan-3-ol 
• 157220-20-7 (4S,4aR,6S,7R,8S,9S,9aS)-9-Benzyloxy-6-methoxymethoxymethyl-4,8-dimethyl-7-triisopropylsilanyloxy-octahydro-1,5-dioxa-benzocyclohepten-2-one 
• 157392-49-9 (3S,4S,4aR,6S,7R,8S,9S,9aS)-9-Benzyloxy-6-methoxymethoxymethyl-3,4,8-trimethyl-7-triisopropylsilanyloxy-octahydro-1,5-dioxa-benzocyclohepten-2-one 
• 157220-21-8 (2R,3S,4S,4aR,6S,7R,8S,9S,9aS)-2-Allyl-9-benzyloxy-6-methoxymethoxymethyl-3,4,8-trimethyl-7-triisopropylsilanyloxy-octahydro-1,5-dioxa-benzocyclohepten-2-ol 
• 157220-23-0 C₃₄H₅₈O₈Si 
• 157220-24-1 C₄₁H₆₄O₈Si 
• 259258-17-8 ((2R,3R,3aR,5S,6R,7S,8S,8aS)-2-Allyloxy-8-benzyloxy-5-methoxymethoxymethyl-3,7-dimethyl-octahydro-furo[3,2-b]oxepin-6-yloxy)-triisopropyl-silane 
• 259257-99-3 [(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane 
• 259258-00-9 C₃₀H₄₀O₇ 
• 259258-02-1 C₃₁H₃₉NO₆ 
• 259258-11-2 C₃₅H₄₆O₇ 
• 259258-08-7 C₃₄H₄₄O₇ 

Relevant articles and documents

Stereocontrolled synthesis of the JKLM ring fragment of ciguatoxin

A highly stereocontrolled synthesis of the JKLM ring fragment of ciguatoxin has been achieved. The present synthesis starts with methyl 4,6-O- benzylidene-2-deoxy-2-C-methyl-α-D-altropyranoside, whose configurations and substituents at C2-C5 correspond to those at C46-C49 of ciguatoxin, and involves as the key step base-induced 7-endo selective cyclization of a hydroxy epoxide for the efficient construction of the fully substituted oxepane ring K. Construction of the spiroether ring M was achieved by introduction of an allyl group to the ring L lactone followed by asymmetric dihydroxylation to install the C54 stereogenic center and acid-induced spiroketalization to furnish the protected KLM ring system. Finally, ring J was constructed by the method of Nicolaou to complete the synthesis of the JKLM ring fragment. The synthesis of a carboxylic acid derivative and its conjugation to carrier proteins to give an artificial antigen for development of an immunoassay system for the parent toxin molecule are also reported.