23538-45-6

Basic information

• Product Name: [1R,(-)]-1α-(2-Methylenepropanoyl)-7β,7aβ-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene
• Synonyms: (-)-Chiloscyphone;[1R,(-)]-1α-(2-Methylenepropanoyl)-7β,7aβ-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene;1-[(1R,7R,7aR)-2,3,5,6,7,7a-Hexahydro-7,7a-dimethyl-1H-indene-1-yl]-2-methyl-2-propene-1-one;Chiloscyphone;[1S,(+)]-1β-(2-Methylenepropanoyl)-7α,7aα-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene
• CAS NO: 23538-45-6
• Molecular Formula: C15H22O
• Molecular Weight: 218.33458
• Mol File: 23538-45-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1R,(-)]-1α-(2-Methylenepropanoyl)-7β,7aβ-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene(CAS DataBase Reference)
• NIST Chemistry Reference: [1R,(-)]-1α-(2-Methylenepropanoyl)-7β,7aβ-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene(23538-45-6)
• EPA Substance Registry System: [1R,(-)]-1α-(2-Methylenepropanoyl)-7β,7aβ-dimethyl-2,3,5,6,7,7a-hexahydro-1H-indene(23538-45-6)

Safety Data

• Hazardous Substances Data: 23538-45-6(Hazardous Substances Data)

Upstream product

• 84507-58-4 (+)-Chiloscypholone 
• 122689-39-8 Methyl (5R*,6R*,7R*)-5,6-Dimethylbicyclo<4.3.0>non-1-ene-7-carboxylate 
• 122689-38-7 (1S,7S,7aR)-4-Hydroxy-7,7a-dimethyl-octahydro-indene-1-carboxylic acid methyl ester 
• 97777-79-2 3,4-Dimethyl-2-(4-methyl-pent-3-enyl)-cyclohex-2-enone 
• 122689-45-6 (5R*,6R*,7R*)-5,6-Dimethylbicyclo<4.3.0>non-1-ene-7-carbaldehyde 
• 122689-44-5 <(5R*,6R*,7R*)-5,6-Dimethylbicyclo<4.3.0>non-1-en-7-yl>methanol 
• 811810-26-1 2-[(4E)-3-(tert-butyldiphenylsiloxy)-4,6-heptadienyl]-2-buten-4-olide 
• 811810-22-7 (+/-)(1S,5S)-3-oxatricyclo[7.3.0.0^1,5]dodec-8-ene-2,10-dione 
• 811810-28-3 (+/-)(1S,5S)-10-hydroxy-3-oxatricyclo[7.3.0.0^1,5]dodec-7-en-2-one 
• 811810-23-8 2-(3-hydroxy-4,6-heptadienyl)-2-buten-4-olide 

Relevant articles and documents

Synthesis of chiloscyphones and the biological activities of their synthetic intermediates against methicillin-resistant Staphylococcus aureus (MRSA)

The total syntheses of chiloscyphone (1) and isochiloscyphone (2) have been achieved. Furthermore, the synthetic intermediate 5 shows biological activity against methicillin-resistant Staphyrococcus aureus, and compounds 5, 17, and 18, display imipenem-ty

A new annulation method. Total syntheses of the sesquiterpenoids (+/-)-chiloscyphone and (+/-)-6-epi-chiloscyphone

The efficacy of a new annulation method, developed for the construction of functionalized bicyclic compounds, is illustrated by conversion of the β-keto esters 18 and 19 into the bicyclonon-1-enes 33 and 34, respectively, and by transformation of 2-methoxycarbonylcyclopentanone (20) into the bicyclonon-6-ene 38 and the bicyclodec-7-enes 48 and 51.Application of the method to total syntheses of the structurally unusual sesquiterpenoids (+/-)-chiloscyphone (16) and (+/-)-6-epi-chiloscyphone (17) is described.

Absolute Configurations of the Liverwort Sesquiterpenoids, (-)-Chiloscyphone and (+)-Chiloscypholone: Total Synthesis of Optically Active Compounds

The absolute configurations of(-)-chiloscyphone and (+)-chiloscypholone isolated from the liverworts Chiloscyphus polyanthos and C. pallescens have been determined by the total synthesis of the optically active compounds.The key intermediate alcohol has been resolved by the use of (1S)-(-)-camphanic chloride.