1811-23-0

Basic information

• Product Name: Confertifolin
• Synonyms: Confertifolin;(5aS)-4,5,5a,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3(1H)-one;(5aS)-6,6,9aβ-Trimethyl-4,5,5aα,6,7,8,9,9a-octahydronaphtho[1,2-c]furan-3(1H)-one
• CAS NO: 1811-23-0
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33398
• Mol File: 1811-23-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 365.5°Cat760mmHg
• Flash Point: 152.9°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 1.57E-05mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: Confertifolin(CAS DataBase Reference)
• NIST Chemistry Reference: Confertifolin(1811-23-0)
• EPA Substance Registry System: Confertifolin(1811-23-0)

Safety Data

• Hazardous Substances Data: 1811-23-0(Hazardous Substances Data)

Usage

General Description

Confertifolin is a naturally occurring chemical compound found in the leaves of the Conferta, a type of plant that is native to Australia and New Zealand. It is a member of the diterpenoid family and has been studied for its potential medicinal properties, primarily for its anti-inflammatory and anti-cancer effects. Confertifolin has been shown to inhibit the growth of certain cancer cells in laboratory studies, and it may also have potential as an anti-inflammatory agent. Research on the pharmacological effects and potential therapeutic applications of confertifolin is ongoing, and further study is needed to fully understand its mechanisms of action and potential benefits for human health.

InChI:InChI=1/C15H22O2/c1-14(2)7-4-8-15(3)11-9-17-13(16)10(11)5-6-12(14)15/h12H,4-9H2,1-3H3/t12-,15+/m0/s1

Upstream product

• 124313-88-8 11,12-diethoxy-11,12-epoxydrim-8-ene 
• 4795-87-3 (+)-winterin 
• 89708-57-6 (4aS,8aS)-2-[1-Butylsulfanyl-meth-(E)-ylidene]-5,5,8a-trimethyl-octahydro-naphthalen-1-one 
• 50490-43-2 (+/-)-euryfuran 
• 77630-13-8 (4aS,8aS)-5,5,8a-Trimethyl-1-oxo-decahydro-naphthalene-2-carbaldehyde 
• 81306-30-1 (5aR,9aR)-3-Butylsulfanyl-6,6,9a-trimethyl-1,3,4,5,5a,6,7,8,9,9a-decahydro-naphtho[1,2-c]furan 
• 16776-05-9 (+-)-5,5,8a-trimethyl-(4ar,8at)-octahydro-naphthalen-1-one 
• 126087-79-4 3-phenylthio-6,6,9aβ-trimethyl-trans-4,5,5a,6,7,8,9,9a-octahydronaphtho<1,2->furan 
• 89656-04-2 (4aR,8aR)-1-Benzenesulfinylmethyl-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carbaldehyde 
• 81306-20-9 (5aR,9aR)-1,3-Dimethoxy-6,6,9a-trimethyl-1,3,4,5,5a,6,7,8,9,9a-decahydro-naphtho[1,2-c]furan 
• 124313-85-5 methyl 11-oxo-11-homo-(carboxymethyl)-drim-8-en-12-oate 
• 124313-83-3 11ξ-hydroxy-11-homo-(carboxymethyl)-drim-8-en-12,11ξ-olide 
• 124313-87-7 11,12-dihydrxy-11-homo-(hydroxymethyl)-drim-8-ene 
• 62691-12-7 12-methoxy-8,12-abietadiene-11,14-dione 

Downstream Products

• 67919-45-3 (+)-euryfuran 
• 103593-50-6 ((1aR,3aS,7aS,7bS)-1a-Hydroxymethyl-4,4,7a-trimethyl-octahydro-1-oxa-cyclopropa[a]naphthalen-7b-yl)-methanol 
• 62994-47-2 warburganal 
• 85202-02-4 (-)-drim-7-ene-9α,11,12-triol 
• 364045-03-4 1α,11α-diacetoxy-2,3-dehydroconfertifolin 
• 364045-02-3 1α-acetoxy-11α-hydroxy-2,3-dehydroconfertifolin 
• 366490-97-3 (8βH)-9α,11,12-drimantriol 
• 364044-98-4 1α,11α-dihydroxy-2,3-dehydroconfertifolin 
• 364044-97-3 1α-hydroxy-2,3-dehydroconfertifolin 
• 366490-98-4 12-hydroxy-(8βH)-11-nordriman-9-one 
• 364044-96-2 2,3-dehydroconfertifolin 
• 58698-99-0 8αH,9αH-11,12-drimantriol 
• 366490-96-2 8α,9α-epoxidriman-11,12-diol 
• 60134-39-6 (-)-(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalen-1(2H)-one 

Relevant articles and documents

A Regioselective Annulation of Butenolides. The Total Synthesis of (+/-) Confertifolin

γ-(Phenylsulfinyl)-α,β-unsaturated aldehydes 2, prepared from α-(n-butylthio)methylene ketones 1 via addition of lithium followed by hydrolysis and oxidation, are converted into butenolides 4 or 5 depending upon the reaction conditions.

DIISOBUTYLALUMINUM HYDRIDE REDUCTION OF UNSATURATED SYLYLCYANOHYDRINS: A NEW ENTRY TO CONFERTIFOLIN

A new entry to the drimane-related sesquiterpene Confertifolin is reported.The key step involves the conversion of a β-phenylthio-α,β-unsaturated ketone into the corresponding silylcyanohydrin followed by diisobutylaluminum hydride reduction to the homologous α,β-unsaturated aldehyde.

Synthesis of the Drimane-related Sesquiterpenes Euryfuran, Confertifolin, and Valdiviolide

trans-3,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethylnaphthalene-1-(2H)-one (1) was converted into the drimane sesquiterpene euryfuran (5) in 59percent yield.Euryfuran was then used as a starting material for the synthesis two other drimane natural products, confertifolin and valdiviolide.The preparation of valdiviolide constitutes the first total synthesis of this molecule.