632354-64-4

Upstream product

• 632354-54-2 (2R,3S,4aR,6S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-[(2S,3R)-3-(tert-butyldiphenylsilyloxymethyl)-3-methyl-2-(toluene-4-sulfonyl)oxiranylmethyl]-7-methyl-7-(trimethylsilyloxy)octahydro-1,5-dioxabenzocyclohepten 
• 632354-55-3 (2S,4aS,5aR,7S,8R,9aS,11aR)-7-benzyloxy-8-benzyloxymethyl-2-(tert-butyldiphenylsilyloxymethyl)-2,11a-dimethyldecahydro-1,5,9-trioxadibenzo[a,d]cyclohepten-3-one 
• 632354-53-1 trifluoromethanesulfonic acid (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-(benzyloxymethyl)-7-methyl-7-(trimethylsilyloxy)-octahydro-1,5-dioxabenzocyclohepten-6-ylmethyl ester 
• 632354-52-0 (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-benzyloxymethyl-6-hydroxymethyl-7-methyloctahydro-1,5-dioxabenzocyclohepten-7-ol 
• 632354-56-4 (2S,3R,4aS,5aR,7S,8R,9aS,11aR)-7-benzyloxy-8-benzyloxymethyl-2-(tert-butyldiphenylsilyloxymethyl)-2,11a-dimethyldodecahydro-1,5,9-trioxadibenzo[a,d]cyclohepten-3-ol 
• 632354-51-9 (2R,3S,4aR,6S,7R,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)-7-methylhexahydro-1,5-dioxabenzocycloheptan-7-ol 
• 632354-50-8 (2R,3S,4aR,6S,7S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptane-7-spiro-2'-oxirane 
• 632354-49-5 (2R,3S,4aR,6R,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)-7-methylenehexahydro-1,5-dioxabenzocycloheptane 
• 632354-44-0 (2R,3S,4aR,6S,9aS)-3-benzyloxy-2-benzyloxymethyl-6-(tert-butyldiphenylsilyloxymethyl)hexahydro-1,5-dioxabenzocycloheptan-7-one 

Downstream Products

• 632354-57-5 (2R,3S,4aR,5aS,6aR,10aS,11aR,13aS)-3-benzyloxy-2-benzyloxymethyl-8,8,10a,11a-tetramethyldodecahydro-1,5,7,9,11-pentaoxabenzo[4,5]cyclohepta[1,2-b]naphthalene 
• 632354-59-7 C₅₆H₈₈O₁₂Si₂ 
• 632354-29-1 C₅₆H₈₈O₁₀Si₂ 

Relevant academic research and scientific papers

Sulfonyl-Stabilized Oxiranyllithium-Based Approach to Polycyclic Ethers. Convergent Synthesis of the ABCDEF-Ring System of Yessotoxin and Adriatoxin

Convergent synthesis of the ABCDEF-ring system of yessotoxin and adriatoxin, marine polycyclic ether toxins causative of diarrheic shellfish poisoning, has been accomplished. The A-ring fragment was constructed by coupling of an appropriately functionalized sulfonyl-stabilized oxiranyl anion and a triflate prepared from an erythritol derivative. An iterative protocol of the oxiranyl anion strategy was also applied for the construction of the DEF-ring fragment. The triflate derivatives of the A-ring and the DEF-ring fragments were connected with lithium acetylide. The resulting acetylene derivative was further transformed into the hexacyclic ABCDEF fragment via oxidation of the acetylene unit to 1,2-diketone, double methyl acetal formation, and reductive etherification.