163252-97-9

Basic information

• Product Name: 1-Cyclopentacycloundecenol,1,2,3,3a,4,7,8,11,12,12a-decahydro-3a,6,10-trimethyl-1-(1-methylethenyl)-,(1S,3aS,5E,9E,12aS)-
• Synonyms: 1-Cyclopentacycloundecenol,1,2,3,3a,4,7,8,11,12,12a-decahydro-3a,6,10-trimethyl-1-(1-methylethenyl)-,(1R*,3aR*,5E,9E,12aR*)-(-)-; (-)-Isoedunol; Isoedunol
• CAS NO: 163252-97-9
• Molecular Formula: C20H32 O
• Molecular Weight: 288.473
• Mol File: 163252-97-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Cyclopentacycloundecenol,1,2,3,3a,4,7,8,11,12,12a-decahydro-3a,6,10-trimethyl-1-(1-methylethenyl)-,(1S,3aS,5E,9E,12aS)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentacycloundecenol,1,2,3,3a,4,7,8,11,12,12a-decahydro-3a,6,10-trimethyl-1-(1-methylethenyl)-,(1S,3aS,5E,9E,12aS)-(163252-97-9)
• EPA Substance Registry System: 1-Cyclopentacycloundecenol,1,2,3,3a,4,7,8,11,12,12a-decahydro-3a,6,10-trimethyl-1-(1-methylethenyl)-,(1S,3aS,5E,9E,12aS)-(163252-97-9)

Safety Data

• Hazardous Substances Data: 163252-97-9(Hazardous Substances Data)

Upstream product

• 54911-06-7 (2E,6E)-3,7,11-trimethyl-2,6-dodecadien-1,10,11-triol 
• 5233-99-8 10,11-epoxyfarnesol 
• 868784-10-5 (4E,8E)-4,8-Dimethyl-10-((S)-1-methyl-2-oxo-cyclobutyl)-deca-4,8-dienal 
• 63730-35-8 (2E,6E)-3,7-Dimethyl-9-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-nona-2,6-dien-1-ol 
• 868784-12-7 (5E,9E)-(3aS,12aS)-3a,6,10-Trimethyl-3,3a,4,7,8,11,12,12a-octahydro-2H-cyclopentacycloundecen-1-one 
• 6386-71-6 isopropenyllithium 
• 868784-06-9 (4E,8E)-(R)-2-Hydroxy-2,5,9-trimethyl-11-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-undeca-4,8-dienoic acid methyl ester 
• 868784-09-2 (S)-2-[(2E,6E)-3,7-Dimethyl-9-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-nona-2,6-dienyl]-2-methyl-cyclobutanone 
• 868784-08-1 1-[(3E,7E)-(R)-1,4,8-Trimethyl-1-methylsulfanylmethoxy-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-deca-3,7-dienyl]-cyclopropanol 
• 868784-05-8 (2S,5R)-2-tert-Butyl-5-[(2E,6E)-3,7-dimethyl-9-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-nona-2,6-dienyl]-5-methyl-[1,3]dioxolan-4-one 
• 868784-07-0 (4E,8E)-(R)-2,5,9-Trimethyl-2-methylsulfanylmethoxy-11-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-undeca-4,8-dienoic acid methyl ester 

Relevant articles and documents

Enantioselective total synthesis of isoedunol and β-araneosene featuring unconventional strategy and methodology

A new synthetic strategy for the enantioselective synthesis of members of the dolabellane family of marine natural products has been demonstrated for the specific examples β-araneosene and isoedunol (1 and 2, respectively) by the pathway outlined in Scheme 1. Key steps include (1) diastereoselective alkylation of Seebach's chiral lactate acetal (6) by the iodide derived from 5; (2) Kulinkovich ethylenation of ester 9 to form the cyclopropanol 10; (3) ring expansion of 10 to form 11; (4) pinacol cyclization of keto aldehyde 12 to form 13a; (5) rearrangement of 13b to 14; (6) propenylation of 14 to 2; and (7) reductive π-transposition to form 1. Copyright