59684-34-3

Basic information

• Product Name: (4S,4aR,7aS,8S)-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydroazuleno[5,6-c]furan-4,8-diol
• CAS NO: 59684-34-3
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.3334
• Mol File: 59684-34-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 303.7°C at 760 mmHg
• Flash Point: 137.5°C
• Density: 1.128g/cm³
• Vapor Pressure: 0.000402mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: (4S,4aR,7aS,8S)-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydroazuleno[5,6-c]furan-4,8-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,4aR,7aS,8S)-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydroazuleno[5,6-c]furan-4,8-diol(59684-34-3)
• EPA Substance Registry System: (4S,4aR,7aS,8S)-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydroazuleno[5,6-c]furan-4,8-diol(59684-34-3)

Safety Data

• Hazardous Substances Data: 59684-34-3(Hazardous Substances Data)

Upstream product

• 156788-30-6 (4aR,7aS,8S)-8-Hydroxy-6,6,8-trimethyl-5,6,7,7a,8,9-hexahydro-4aH-2-oxa-cyclopenta[f]azulen-4-one 

Downstream Products

• 71328-48-8 5-deoxy-lactarolide B 
• 35008-20-9 4,4α,5,6,7,7α,8,9-octahydro-4,8-dihydroxy-6,6,8-trimethyl-(4S,4αR,7αS,8S)-azuleno[5,6-c]furan-1(3H)-one 
• 679000-75-0 (2R,3S)-3-Phenyl-1-oxa-4-aza-spiro[4.5]decane-2,4-dicarboxylic acid 2-((4S,4aR,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl) ester 4-(2,2,2-trichloro-ethyl) ester 
• 434898-73-4 (4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-benzyl ester 5-((4S,4aR,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl) ester 
• 395664-55-8 (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid (4S,4aR,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl ester 
• 71305-94-7 lactarolide A 
• 71305-97-0 lactarolide B 
• 72601-38-8 lactaroscrobiculide B 
• 72601-35-5 furanether A 

Relevant articles and documents

Synthesis of 9-Epi (Trans fused) Lactarane Sesquiterpenes

Oxidation of furandiol to its 8-keto-derivative, followed by enolization and sodium borohydride reduction gave 8-epi-9-epi-furandiol, a trans fused lactarane sesquiterpene, in good yield.Structure of the new compound was substantiated by 1H NMR spectroscopy and confirmed by X-ray diffraction method.The almost quantitative isomerization of furandiol into its 8-epi-9-epi derivative was explained in therms of molecular energy calculations using PCMODEL4 computer program. 6-Epi-9-epi-furandiol served as a starting material for the preparation of a series of trans fused lactarane sesquiterpenes. Key words: Trans fused lactarane sesquiterpenes, C-9 configuration change, synthesis from furandiol, oxidations of furanes, X-ray