104702-00-3

Upstream product

• 109463-65-2 (S)-1-Benzoyl-5-benzyl-3-{3-[2-((4E,6E,8E)-(S)-2,8-dimethyl-deca-4,6,8-trienyl)-[1,3]dioxolan-2-yl]-propionyl}-1,5-dihydro-pyrrol-2-one 
• 109463-63-0 (R)-1-Benzoyl-5-benzyl-3-{3-[2-((4E,6E,8E)-(S)-2,8-dimethyl-deca-4,6,8-trienyl)-[1,3]dioxolan-2-yl]-propionyl}-pyrrolidin-2-one 
• 109575-69-1 (16S)-2-benzoyl-18,18-ethylenedioxy-16-methyl-10-phenyl<11>cytochalasa-6(7),13^t-diene-1,21-dione 
• 109463-64-1 (5S,6'S,8'E,10'E,12'E)-1-benzoyl-5-benzyl-3-(4',4'-ethylenedioxy-6',12'-dimethyl-1'-oxotetradeca-8',10',12'-trienyl)-3-phenylselenopyrrolidin-2-one 
• 122749-20-6 (16S)-18,18-ethylenedioxy-16-methyl-10-phenyl<11>cytochalasa-6(7),13^t-diene-1,21-dione 
• 122749-23-9 (2R,4R)-5-(dimethyl-t-butylsiloxy)-2,4-dimethylpentane-1,2-diol 
• 104701-90-8 (2R,4R)-5-(dimethyl-t-butylsiloxy)-2-hydroxy-2,4-dimethylpentanal 
• 122749-26-2 (4R,6R,2E)-methyl 7-(dimethyl-t-butylsiloxy)-4-hydroxy-4,6-dimethylhept-2-enoate 
• 122749-31-9 (4S,6R)-methyl 7-hydroxy-4,6-dimethyl-4-(2-trimethylsilylethoxymethoxy)heptanoate 
• 122749-33-1 (4S,6R)-methyl 4,6-dimethyl-4-(2-trimethylsilylethoxymethoxy)oct-7-enoate 
• 104701-92-0 (4S,6S)-methyl 8-hydroxy-4,6-dimethyl-4-(2-trimethylsilylethoxymethoxy)octanoate 
• 122871-24-3 (4R,6R,2E)-methyl 7-hydroxy-4,6-dimethyl-4-(2-trimethylsilylethoxymethoxy)hept-2-enoate 
• 122749-32-0 (4S,6R)-methyl 6-formyl-4-methyl-4-(2-trimethylsilylethoxymethoxy)heptanoate 
• 122749-34-2 (4S,6R)-methyl 7-formyl-4,6-dimethyl-4-(2-trimethylsilylethoxymethoxy)heptanoate 

Relevant academic research and scientific papers

Cytochalasan synthesis: An alternative approach to cytochalasin H

The oxo ester (8), from the thiazolium salt catalysed conjugate addition of (S)-citronellal to ethyl acrylate, has been used in a synthesis of the cytochalasa-1,18,21 -trione (3). This reacts both regio- and stereo-selectively with methylmagnesium chloride to provide the cytochalasin H precursor (4).

Cytochalasan Synthesis: Synthesis of an -Membered Ring Precursor of Cytochalasin H

The cytochalasin H precursor (20) has been synthesized using an intramolecular Diels-Alder reaction to control stereochemistry and to form the 11-membered ring.