69809-36-5

Upstream product

• 455331-88-1 (+)-yahazunol dibenzyl ether 
• 69880-60-0 (+)-zonarol dimethyl ether 
• 39707-54-5 (+)-zonarol 
• 112709-43-0 (1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl-methanol 
• 39707-56-7 (+)-zonarone 
• 293309-97-4 (8aR)-albicanal 
• 293310-02-8 C₃₁H₄₆O₄ 
• 293312-50-2 (11R,S)-11-(2',5'-di(tetrahydropyran-2-yloxy)-1'-phenyl)drim-8⁽¹²⁾-en-11-ol 
• 455331-73-4 (11R,S)-11-(2',5'-dimethoxy-1'-phenyl)drim-8⁽¹²⁾-en-11-ol 
• 455331-85-8 (+)-zonarol dibenzyl ether 
• 455331-86-9 (8R,S)-8,12-epoxyzonarol dibenzyl ether 

Relevant academic research and scientific papers

Total synthesis of two 12-nordrimanes and the pharmacological active sesquiterpene hydroquinone yahazunol

The synthesis of two 12-nordrimanes and yahazunol was achieved via 8-oxo-12-nordrimanic acid methyl ester. The cytotoxic activity of yahazunol and seven other sesquiterpene hydroquinones and sesquiterpene quinones has been determined.

Total synthesis of yahazunol, zonarone and isozonarone

The synthesis of the marine natural products zonarone and isozonarone was achieved via (+)-albicanic acid, a sesquiterpene of the drimane type. Coupling of the appropiate drimane-synthon with lithiated hydroquinone ethers led to sesquiterpene arenes, which were further modified to the target molecules. Stereoselective epoxidation followed by regioselective opening of the oxirane ring yielded yahazunol.