293310-02-8

Basic information

• Product Name: C₃₁H₄₆O₄
• Synonyms: C₃₁H₄₆O₄
• CAS NO: 293310-02-8
• Molecular Weight: 482.704
• Mol File: 293310-02-8.mol

Chemical Properties

• CAS DataBase Reference: C₃₁H₄₆O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₁H₄₆O₄(293310-02-8)
• EPA Substance Registry System: C₃₁H₄₆O₄(293310-02-8)

Safety Data

• Hazardous Substances Data: 293310-02-8(Hazardous Substances Data)

Upstream product

• 293309-97-4 (8aR)-albicanal 
• 112709-39-4 (+)-albicanic acid methyl ester 
• 112709-43-0 (1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl-methanol 
• 293312-50-2 (11R,S)-11-(2',5'-di(tetrahydropyran-2-yloxy)-1'-phenyl)drim-8⁽¹²⁾-en-11-ol 

Downstream Products

• 39707-56-7 (+)-zonarone 
• 455331-88-1 (+)-yahazunol dibenzyl ether 
• 455331-86-9 (8R,S)-8,12-epoxyzonarol dibenzyl ether 
• 455331-85-8 (+)-zonarol dibenzyl ether 
• 69809-36-5 yahazunol 
• 39707-54-5 (+)-zonarol 

Relevant articles and documents

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.

Total synthesis of the marine sesquiterpene hydroquinones zonarol and isozonarol and the sesquiterpene quinones zonarone and isozonarone

The total synthesis of the naturally occurring sesquiterpene hydroquinones zonarol and isozonarol and the sesquiterpene quinones zonarone and isozonarone was achieved starting from β-ionone, which was transformed via (+)-albicanic acid to (+)-albicanal and (-)-drim-7-en-11-al. Coupling of the aldehydes with lithiated hydroquinone ethers and further modification of the coupling products led to the target molecules. (C) 2000 Elsevier Science Ltd.