22415-07-2

Basic information

• Product Name: 5,7,11αH,8βH-eudesm-4(15)-en-8,12-olide
• CAS NO: 22415-07-2
• Molecular Weight: 234.338
• Mol File: 22415-07-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5,7,11αH,8βH-eudesm-4(15)-en-8,12-olide(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7,11αH,8βH-eudesm-4(15)-en-8,12-olide(22415-07-2)
• EPA Substance Registry System: 5,7,11αH,8βH-eudesm-4(15)-en-8,12-olide(22415-07-2)

Safety Data

• Hazardous Substances Data: 22415-07-2(Hazardous Substances Data)

Upstream product

• 82207-17-8 (3aβ,4aβ,8aβ,9aβ)-3a,4,4a,5,6,8,8a,9,9a-decahydro-8a-methylnaphtho<2,3-b>furan-2,5-dione 
• 82207-12-3 (4aβ,8aβ)-4α-acetoxy-5-ethylenedioxy-4,4a,5,6,7,8,8a,9-octahydro-8a-methylnaphtho<2,3-b>furan 
• 82207-13-4 methyl <(4aβ,8aβ)-8-ethylenedioxy-3,4,4a,5,6,7,8,8a-octahydro-4a-methyl-3-oxo-2-naphthyl>acetate 
• 82207-15-6 methyl <(4aβ,8aβ)-8-ethylenedioxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-4a-methyl-3-oxo-2-naphthyl>acetate 
• 82207-11-2 (4aβ,8aβ)-5-ethylenedioxy-4,4a,5,6,7,8,8a,9-octahydro-8a-methylnaphtho<2,3-b>furan-4α-ol 
• 82207-10-1 (4aβ,8aβ)-5-ethylenedioxy-5,6,7,8,8a,9-hexahydro-8a-methylnaphtho<2,3-b>furan-4(4aH)-one 
• 82207-08-7 methyl 2-(3-oxocyclohex-1-enylmethyl)furan-3-carboxylate 
• 82207-07-6 2-(3-Oxo-cyclohex-1-enylmethyl)-furan-3-carboxylic acid 
• 82207-09-8 (4aR,8aS)-8a-Methyl-7,8,8a,9-tetrahydro-4aH,6H-naphtho[2,3-b]furan-4,5-dione 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 73483-63-3 2,3,3aβ,4,4aα,5,6,7,8,8a,9,9aβ-dodecahydro-8aβ-methyl-2,5-dioxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 
• 73483-63-3 2,3,3aβ,4,4aβ,5,6,7,8,8a,9,9aβ-dodecahydro-8aβ-methyl-2,5-dioxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 
• 73483-61-1 2,3,3aβ,4,4aα,5,6,7,8,8a,9,9aβ-dodecahydro-5α-hydroxy-8aβ-methyl-2-oxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 
• 73483-61-1 2,3,3aβ,4,4aβ,5,6,7,8,8a,9,9aβ-dodecahydro-5β-hydroxy-8aβ-methyl-2-oxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 

Downstream Products

• 123489-82-7 11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide 
• 470-17-7 isoalantolactone 
• 74064-03-2 3aβ,4,4aα,5,6,7,8,8a,9,9aβ-decahydro-3α,8aβ-dimethyl-5-methylene-3β-(phenylthio)naphtho<2,3-b>furan-2(3H)-one 
• 74064-03-2 3aβ,4,4aα,5,6,7,8,8a,9,9aβ-decahydro-3β,8aβ-dimethyl-5-methylene-3β-(phenylthio)naphtho<2,3-b>furan-2(3H)-one 
• 143301-62-6 11β-phenylseleno-5,7αH,8βH-eudesm-4(15)-en-8,12-olide 

Relevant articles and documents

Total Synthesis of Three Eudesman-12,8-olides, (+/-)-Isoalantolactone, (+/-)-Dihydrocallitrisin and (+/-)-Septuplinolide; Structure Revision of Septuplinolide

Four eudesman-12,8-olides, (+/-)-isoalantolactone, (+/-)-dihydrocallitrisin, (+/-)-septuplinolide and its epimeric eudesmanolide at C-4 were synthesized stereoselectively via the route involving alkylation annulation of 2-methyl-3-furoic acid and oxidation of the furan ring.It was found that the structure of septuplinolide is the C-4 epimer of the reported structure.

An Annelation Approach to the Synthesis of Eudesmane and Elemane Sesquiterpene Lactones. Total Synthesis of dl-Dihydrocallitrisin, dl-7,8-Epialantolactone, dl-7,8-Epiisoalantolactone, and dl-Atractylon

An annelation approach to the synthesis of eudesmane sesquiterpenes is described.The 1,6-annelation reagent α-carbomethoxy-β-methyl-γ-methylidene-Δα,β-butenolide (1) is used to construct the linear tricyclic lactone 2,5,6,7,8,8a,9,9aβ-octahydro-8aβ-methyl-2-oxonaphthofuran-3-carboxylic acid methyl ester (2).The conversion of 2 to dl-dihydrocallitrisin (3), dl-7,8-epialantolactone (4), dl-7,8-epiisoalantolactone (5), and dl-atractylon (6) is detailed.Studies directed toward synthesis of the elemane sesquiterpene lactones vernomenin and vernolepin also are presented.