67919-45-3

Basic information

• Product Name: (+)-euryfuran
• Synonyms: (+)-euryfuran
• CAS NO: 67919-45-3
• Molecular Weight: 218.339
• Mol File: 67919-45-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (+)-euryfuran(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-euryfuran(67919-45-3)
• EPA Substance Registry System: (+)-euryfuran(67919-45-3)

Safety Data

• Hazardous Substances Data: 67919-45-3(Hazardous Substances Data)

Upstream product

• 58795-27-0 (S)-1,1,4a-Trimethyl-5,6-dimethylene-decahydro-naphthalene 
• 73878-96-3 ((S)-2-Hydroxymethyl-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-methanol 
• 137644-60-1 5-Hydroxy-6,6-dimethyl-4,5,8,9-tetrahydro-6H-naphtho[1,2-c]furan-7-one 
• 137644-68-9 2-((5aR,9aR)-6,6-Dimethyl-5,5a,6,7,8,9-hexahydro-4H-naphtho[1,2-c]furan-9a-yl)-ethanol 
• 137644-73-6 4,4-Dimethyl-1-prop-2-ynyloxymethyl-6,7-dihydro-4H-isobenzofuran-5-one 
• 137644-59-8 1-Hydroxymethyl-4,4-dimethyl-6,7-dihydro-4H-isobenzofuran-5-one 
• 137644-67-8 9a-(N,N-dimethyl)carbamoylmethyl-(4,6,7,8,9,9a)-hexahydro-6,6-dimethylnaphtho<1,2-c>furan 
• 137644-78-1 (6,6-Dimethyl-6,7,8,9-tetrahydro-4H-naphtho[1,2-c]furan-9a-yl)-acetaldehyde 
• 137644-72-5 2-(6,6-Dimethyl-6,7,8,9-tetrahydro-4H-naphtho[1,2-c]furan-9a-yl)-ethanol 
• 137644-66-7 4,5,6,7,8,9-hexahydro-6,6-dimethylnaphtho<1,2-c>furan-5-ol 
• 137644-77-0 2-propynyl (4,5,6,7-tetrahydro-4,4-dimethyl-isobenzofuran-1-yl)methyl ether 
• 137644-71-4 (4,4-Dimethyl-4,5,6,7-tetrahydro-isobenzofuran-1-yl)-methanol 
• 137644-75-8 ((5aR,9aR)-6,6-Dimethyl-5,5a,6,7,8,9-hexahydro-4H-naphtho[1,2-c]furan-9a-yl)-acetaldehyde 
• 94294-43-6 4,6,7,8,9,9a-hexahydro-6,6,9a-trimethylnaphtho<1,2-c>-furan 

Downstream Products

• 24173-70-4 11-Epivaldiviolide 
• 347423-58-9 11-epivaldiviolide 
• 284495-73-4 3,6-dihydroxy-2-(6',6',9'a-trimethyl-4',5',5'aS,6',7',8',9',9'aS-octahydronaphtho[1,2-c]furan-3'-yl)-benzaldehyde 
• 1811-23-0 (+/-)-confertifolin 
• 1811-23-0 (+)-confertifoline 
• 2150-46-1 Methyl 2,5-dihydroxybenzoate 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 218780-16-6 (+)-12α-hydroxyisodrimenin 
• 24173-70-4 (5aR,9aR)-1-Hydroxy-6,6,9a-trimethyl-4,5,5a,6,7,8,9,9a-octahydro-1H-naphtho[1,2-c]furan-3-one 

Relevant articles and documents

Alternative synthetic approaches to (±)-euryfuran via the furan ring transfer reaction

Two effective synthetic approaches to (±)-euryfuran 1 are described. One synthetic route makes use of sequential furan ring transfer reaction type I and type III as key steps followed by Eschenmoser-type [3,3]sigmatropic rearrangement, and another route proceeded through furan ring transfer reaction type I and annulation with ethyl vinyl ketone subsequently.

Reaction of (1S,6S)-1,7,7-Trimethyl-2,3-dimethylene-trans-bicyclodecane with Thallium(III) Acetate; a New Route to (-)-Warburganal and (+)-Euryfuran

Oxidation of the diene (2a), obtainable in two steps from manool, with thallium(III) acetate in acetic acid yielded five products.After alkaline hydrolysis they were shown on the basis of spectroscopic evidence to be (2b), (3a), (4), (5a), and (6a).These compounds may be considered as useful intermediates to naturally occurring drimanes.On oxidation with pyridinium dichromate compound (3a) afforded the aldehyde (3b), whose acetal (3c) had previously been employed in the synthesis of warburganal (7a).Oxidation of compound (4) with pyridinium chlorochromate yielded in one step the (+)-form (8) of euryfuran.

ABSOLUTE CONFIGURATION OF (-)-EURYFURAN FROM THE SPONGE EURYSPONGIA sp

-