网站主页>>>数据中心>>>工艺路线数据>>>Cubebol CAS# 23445-02-5 1H-环戊菌[1,3]环丙[1,2]苯-3-醇,辛氢-3,7-二甲基-4-(1-甲基乙基)-, (3S,3aR,3bR,4S,7R,7aR)-
Cubebol CAS# 23445-02-5 1H-环戊菌[1,3]环丙[1,2]苯-3-醇,辛氢-3,7-二甲基-4-(1-甲基乙基)-, (3S,3aR,3bR,4S,7R,7aR)-
Cubebol is a natural sesquiterpene compound found in the essential oil of cubeb berries (Piper cubeba), a plant used in traditional medicine. It exhibits antimicrobial, anti-inflammatory, and antioxidant properties, making it useful in both therapeutic and cosmetic applications. The mechanism of cubebol involves interacting with cellular pathways to reduce oxidative stress and modulate inflammatory responses, offering protection against infections and tissue damage. Cubebol is primarily applied in the production of perfumes, as well as in natural remedies for respiratory and digestive ailments.
📌 参考资料/链接：
1.1Reagents:HydrogenCatalysts:(SP-4-2)-Chlorotris(triphenylphosphine)rhodiumSolvents:Benzene;40 h, 3 atm, 25 °C2.1Reagents:HydrogenCatalysts:PalladiumSolvents:Methanol;6 h2.2Reagents:Sodium methoxideSolvents:Methanol;30 min3.1Reagents:Butyllithium,2,2,6,6-TetramethylpiperidineSolvents:Tetrahydrofuran;0 °C; 30 min, 0 °C; 0 °C → -78 °C3.2Solvents:Tetrahydrofuran;-78 °C; 2 h, -78 °C3.3Solvents:Tetrahydrofuran;cooled; 2 h, rt4.1Reagents:Lithium chlorideCatalysts:Tetrakis(triphenylphosphine)palladiumSolvents:Tetrahydrofuran;10 min, rt4.24 h, reflux4.3Reagents:Ammonia,Ammonium chlorideSolvents:Water;30 min5.1Reagents:9-Borabicyclo[3.3.1]nonaneSolvents:Tetrahydrofuran;2 h, rt5.2Reagents:Sodium hydroxide,Hydrogen peroxideSolvents:Water;12 h, 0 °C5.3Reagents:Hydrochloric acidSolvents:Water;acidified6.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;1.5 h7.1Reagents:Cerium trichlorideSolvents:Tetrahydrofuran;16 h, rt; rt → -78 °C7.2Reagents:ButyllithiumSolvents:Tetrahydrofuran,Hexane;30 min, -78 °C7.330 min, -78 °C7.4Solvents:Tetrahydrofuran;2.5 h, -78 °C7.5Reagents:Ammonium chlorideSolvents:Tetrahydrofuran;-78 °C → rt8.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;0 °C; 1 h, rt9.1Catalysts:[N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamidato(2-)-κN][(1,2…Solvents:Isopropanol;4 h7.5Reagents:Ammonium chlorideSolvents:Tetrahydrofuran;-78 °C → rt8.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;0 °C; 1 h, rt9.1Catalysts:[N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamidato(2-)-κN][(1,2…Solvents:Isopropanol;4 h10.1Reagents:Tetrabutylammonium fluorideSolvents:Tetrahydrofuran;1 h, 0 °C11.1Reagents:TriethylamineCatalysts:4-(Dimethylamino)pyridineSolvents:Dichloromethane;40 min12.1Catalysts:Platinum dichlorideSolvents:Toluene;80 °C13.1Reagents:Potassium carbonateSolvents:Methanol;45 min, rt14.1Reagents:Cerium trichlorideSolvents:Tetrahydrofuran;16 h, rt; 30 min, -78 °C14.2Solvents:Tetrahydrofuran;-78 °C; 45 min, -78 °C14.3Reagents:Ammonium chlorideSolvents:Water;-78 °C; -78 °C → rt
1.1Reagents:HydrogenCatalysts:(SP-4-2)-Chlorotris(triphenylphosphine)rhodiumSolvents:Benzene;40 h, 3 atm, 25 °C2.1Reagents:HydrogenCatalysts:PalladiumSolvents:Methanol;6 h2.2Reagents:Sodium methoxideSolvents:Methanol;30 min3.1Reagents:Butyllithium,2,2,6,6-TetramethylpiperidineSolvents:Tetrahydrofuran;0 °C; 30 min, 0 °C; 0 °C → -78 °C3.2Solvents:Tetrahydrofuran;-78 °C; 2 h, -78 °C3.3Solvents:Tetrahydrofuran;cooled; 2 h, rt4.1Reagents:Lithium chlorideCatalysts:Tetrakis(triphenylphosphine)palladiumSolvents:Tetrahydrofuran;10 min, rt4.24 h, reflux4.3Reagents:Ammonia,Ammonium chlorideSolvents:Water;30 min5.1Reagents:9-Borabicyclo[3.3.1]nonaneSolvents:Tetrahydrofuran;2 h, rt5.2Reagents:Sodium hydroxide,Hydrogen peroxideSolvents:Water;12 h, 0 °C5.3Reagents:Hydrochloric acidSolvents:Water;acidified6.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;1.5 h7.1Reagents:Cerium trichlorideSolvents:Tetrahydrofuran;16 h, rt; rt → -78 °C7.2Reagents:ButyllithiumSolvents:Tetrahydrofuran,Hexane;30 min, -78 °C7.330 min, -78 °C7.4Solvents:Tetrahydrofuran;2.5 h, -78 °C7.5Reagents:Ammonium chlorideSolvents:Tetrahydrofuran;-78 °C → rt8.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;0 °C; 1 h, rt9.1Catalysts:[N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamidato(2-)-κN][(1,2…Solvents:Isopropanol;4 h7.5Reagents:Ammonium chlorideSolvents:Tetrahydrofuran;-78 °C → rt8.1Reagents:Dess-Martin periodinaneSolvents:Dichloromethane;0 °C; 1 h, rt9.1Catalysts:[N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamidato(2-)-κN][(1,2…Solvents:Isopropanol;4 h10.1Reagents:Tetrabutylammonium fluorideSolvents:Tetrahydrofuran;1 h, 0 °C11.1Reagents:TriethylamineCatalysts:4-(Dimethylamino)pyridineSolvents:Dichloromethane;40 min12.1Catalysts:Platinum dichlorideSolvents:Toluene;80 °C13.1Reagents:Potassium carbonateSolvents:Methanol;45 min, rt14.1Reagents:Cerium trichlorideSolvents:Tetrahydrofuran;16 h, rt; 30 min, -78 °C14.2Solvents:Tetrahydrofuran;-78 °C; 45 min, -78 °C14.3Reagents:Ammonium chlorideSolvents:Water;-78 °C; -78 °C → rt
📄 详细内容
CAS No. 23445-02-5 1H-环戊菌[1,3]环丙[1,2]苯-3-醇,辛氢-3,7-二甲基-4-(1-甲基乙基)-, (3S,3aR,3bR,4S,7R,7aR)-Cubebol synthetic routes
Platinum- and gold-catalyzed rearrangement reactions of propargyl acetates: total syntheses of (-)-a-cubebene, (-)-cubebol, sesquicarene and related terpenesBy: Fuerstner, Alois; Hannen, PeterChemistry - A European Journal (2006), 12(11), 3006-3019
产品链接: CAS No. 23445-02-5 ››
Platinum- and gold-catalyzed rearrangement reactions of propargyl acetates: total syntheses of (-)-a-cubebene, (-)-cubebol, sesquicarene and related terpenesBy: Fuerstner, Alois; Hannen, PeterChemistry - A European Journal (2006), 12(11), 3006-3019
产品链接: CAS No. 23445-02-5 ››