474125-25-2

Upstream product

• 253172-17-7 C₂₃H₄₆O₅Si₂ 
• 100-39-0 benzyl bromide 
• 253172-19-9 (1S,2R)-1-((5R,7S,8R,9S,10S)-8-Methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-but-3-en-1-ol 
• 474125-23-0 (3S,4S,5R,6S)-6-Benzyloxymethyl-5-methoxymethoxy-3,4-dimethyl-tetrahydro-pyran-2-one 
• 196393-04-1 (3S,4S,5R,6S)-6-Benzyloxymethyl-5-hydroxy-3,4-dimethyl-tetrahydro-pyran-2-one 
• 253172-18-8 ((5R,7S,8R,9S,10S)-8-Methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-methanol 
• 474125-24-1 (5R,7S,8R,9S,10S)-7-Benzyloxymethyl-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]decane 
• 196392-89-9 (3S,4S,5S)-5-((R)-2-Benzyloxy-1-iodo-ethyl)-3,4-dimethyl-dihydro-furan-2-one 

Downstream Products

• 253172-25-7 C₄₆H₆₀O₉ 
• 253172-13-3 (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-((Z)-but-2-enyl)-5-methyl-oxocan-3-yl ester 
• 474125-42-3 C₄₇H₆₆O₁₁ 
• 474125-44-5 C₄₅H₆₄O₁₁ 
• 474125-45-6 C₄₆H₆₄O₁₀ 
• 474125-43-4 C₄₅H₆₄O₁₀ 
• 474125-36-5 C₄₇H₆₂O₉ 
• 474125-39-8 C₄₁H₅₆O₁₀ 
• 474125-38-7 C₃₃H₄₈O₉ 
• 337309-16-7 (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester 
• 474125-41-2 C₄₂H₅₇NO₉ 
• 474125-40-1 C₄₁H₅₈O₁₀ 
• 261776-54-9 (2R,4aR,6S,7R,9S,10aS)-7-Benzyloxy-2-[(1S,2S)-2-benzyloxy-2-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-1-methyl-ethyl]-6-benzyloxymethyl-9-methyl-octahydro-1,5-dioxa-benzocycloocten-3-one 
• 253172-22-4 (2S,4aR,6S,7R,9S,10aS)-7-Benzyloxy-2-[(1S,2S)-2-benzyloxy-2-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-1-methyl-ethyl]-6-benzyloxymethyl-9-methyl-octahydro-1,5-dioxa-benzocycloocten-3-one 

Relevant academic research and scientific papers

Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.

Convergent synthesis of the IJKLM ring fragment of ciguatoxin CTX3C

The IJKLM ring fragment of CTX3C, an important member of the ciguatoxin family, was synthesized via ring-closing metathesis using the Tebbe reagent and an improved method of reductive hydroxy ketone cyclization.