6466-81-5

Basic information

• Product Name: 3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydro-4H-naphtho[2,3-b]furan-2-one
• CAS NO: 6466-81-5
• Molecular Weight: 230.307
• Mol File: 6466-81-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydro-4H-naphtho[2,3-b]furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydro-4H-naphtho[2,3-b]furan-2-one(6466-81-5)
• EPA Substance Registry System: 3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydro-4H-naphtho[2,3-b]furan-2-one(6466-81-5)

Safety Data

• Hazardous Substances Data: 6466-81-5(Hazardous Substances Data)

Upstream product

• 2844-80-6 1,2,3,4,5,8-hexahydro-1-oxo-6-methoxynaphthalene 
• 81053-87-4 (Z)-2-<(1aα,3aβ,7aα,7bβ)-3,3a,4,5,6,7,7a,7b-Octahydro-7a-methyl-4-methylennaphth<1,2-b>oxiren-2(1aH)-yliden>propionsaeure-methylester 
• 81053-81-8 (1'α,4'aβ,8'aα)-Decahydro-8'a-methyl-5'-oxospiro<1,3-dioxolan-2,3'-naphthalin>-1'-carbonsaeure-methylester 
• 81053-79-4 (1'α,4'aα,5'α,8'aα)-Decahydro-5'-hydroxy-8'a-methylspiro<1,3-dioxolan-2,3'-naphthalin>-1'-carbonsaeure-methylester 
• 81053-82-9 (1'α,4'aβ,8'aα)-Decahydro-8'a-methyl-5'-methylenspiro<1,3-dioxolan-2,3'-naphthalin>-1'-carbonsaeure-methylester 
• 81053-78-3 cis-1',2',3',4',6',7',8',8'a-Octahydro-8'a-methylspiro<1,3-dioxolan-2,3'-naphthalin>-1'-carbonsaeure-methylester 
• 51417-17-5 8a-methyl-3-oxo-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester 
• 81053-83-0 (1α,4aβ,8aα)-Decahydro-8a-methyl-5-methylen-3-oxo-1-naphthalincarbonsaeure 
• 81053-86-3 (1aα,3aβ,7aα,7bβ)-3,3a,4,5,6,7,7a,7b-Octahydro-7a-methyl-4-methylennaphth<1,2-b>oxiren-2(1aH)-on 
• 81053-85-2 trans-4a,5,6,7,8,8a-Hexahydro-4a-methyl-8-methylen-2(1H)-naphthalinon 
• 600151-49-3 6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one 
• 162657-45-6 6-methoxy-4a-methyl-1-(trimethylsilyloxy)-2,3,4,4a,5,8-hexahydronaphthalene 
• 3241-66-5 4aα,5,6,7,8,8a,9,9aβ-octahydro-3-methyl-5-methylenenaphtho<2,3-b>furan-2(4H)-one 
• 3241-65-4 (+/-)-8a-methyl-5-methylene-octahydro-naphthalen-2(1H)-one 

Downstream Products

• 182426-37-5 3,8a,3',8'a-tetramethyl-5,5'-dimethylene-4,4a,5,6,7,8,8a,9,4',4'a,5',6',7',8',8'a,9'-hexadecahydro[9a,9'a]bi[naphtho[2,3-b]furanyl]-2,2'-dione 
• 182426-37-5 (+/-)-3,8a,3',8'a-tetramethyl-5,5'-dimethylene-4,4a,5,6,7,8,8a,9,4',4'a,5',6',7',8',8'a,9'-hexadecahydro-[9a,9'a]bi[naphtho[2,3-b]furanyl]-2,2'-dione 
• 182426-37-5 (+/-)-3,8a,3',8'a-tetramethyl-5,5'-dimethylene-4,4a,5,6,7,8,8a,9,4',4'a,5',6',7',8',8'a,9'-hexadecahydro-[9a,9'a]bi[naphtho[2,3-b]furanyl]-2,2'-dione 
• 94204-13-4 9a-hydroxy-3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a,9,9a-octahydro-4H-naphtho[2,3-b]furan-2-one 

Relevant articles and documents

Dimerization of butenolide structures. A biomimetic approach to the dimeric sesquiterpene lactones (±)-biatractylolide and (±)- biepiasterolide

The biomimetic synthesis of the bisesquiterpene lactones (±)-biatractylolide 1 and (±)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.

Terpenes and Terpene Derivatives, XIII. - Synthesis of (+/-)-8,9-Dehydroasterolide

From the ketoester 2 the α,β-unsaturated ketone 9 is prepared via ketalization (--> 3), hydroboration (--> 4), oxidation (--> 6), Wittig reaction (--> 7), hydrolysis (--> 8a), and oxidative decarboxylation. 9 is a useful starting material for the synthesis of 8,9-dehydroasterolide (1) via epoxidation (--> 10), PO olefination (--> 11), hydrolysis (--> 12), and dehydratization.