24179-85-9

Basic information

• Product Name: (5aS)-1,4,5aα,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3,5-dione
• Synonyms: (+)-Fragrolide;(5aS)-1,4,5aα,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3,5-dione
• CAS NO: 24179-85-9
• Molecular Formula: C15H20O3
• Molecular Weight: 248.3175
• Mol File: 24179-85-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (5aS)-1,4,5aα,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (5aS)-1,4,5aα,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3,5-dione(24179-85-9)
• EPA Substance Registry System: (5aS)-1,4,5aα,6,7,8,9,9a-Octahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-3,5-dione(24179-85-9)

Safety Data

• Hazardous Substances Data: 24179-85-9(Hazardous Substances Data)

Upstream product

• 69880-54-2 6α-hydroxyconfertifolin 
• 78424-35-8 dimethyl (4α,4aα,8aβ)-5,5,8a-trimethyl-4-hydroxy-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1,2-dicarboxylate 
• 78424-40-5 trans-4,5,5a,6,7,8,9,9a-octahydro-5-oxo-6,6,9a-trimethyl-naphtho<1,2-c>furan 
• 78424-39-2 (1R,4aR,8aR)-3,4-Bis-hydroxymethyl-4a,8,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-ol 
• 71557-96-5 dimethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethylnaphthalene-1,2-dicarboxylate 
• 24179-83-7 (5S,5aS,9aS)-5-Hydroxy-6,6,9a-trimethyl-4,5,5a,6,7,8,9,9a-octahydro-1H-naphtho[1,2-c]furan-3-one 
• 78424-41-6 trans-1,3,4,5,5a,6,7,8,9,9a-decahydro-5-oxo-6,6,9a-trimethyl-1,3-diacetoxynaphtho<1,2-c>furan 
• 78437-60-2 trans-3,5,5a,6,7,8,9,9a-octahydro-3-acetoxy-5-oxo-6,6,9a-trimethylnaphtho<1,2-c>furan 
• 137266-21-8 Trimethyl-[(1E,5E,7E)-4,4,6-trimethyl-8-((S)-toluene-4-sulfinyl)-octa-1,5,7-trienyl]-silane 
• 137266-22-9 (4S,5S)-3,3-Dichloro-5-p-tolylsulfanyl-4-((1E,5E)-1,3,3-trimethyl-6-trimethylsilanyl-hexa-1,5-dienyl)-dihydro-furan-2-one 
• 137266-24-1 (3R,4S)-3-[1,3]Dioxan-2-ylmethyl-4-((1E,5E)-1,3,3-trimethyl-6-trimethylsilanyl-hexa-1,5-dienyl)-dihydro-furan-2-one 
• 137266-29-6 [(3R,4S)-2-Oxo-4-((1E,5E)-1,3,3-trimethyl-6-trimethylsilanyl-hexa-1,5-dienyl)-tetrahydro-furan-3-yl]-acetic acid methyl ester 
• 137266-23-0 [(3R,4S)-2-Oxo-4-((1E,5E)-1,3,3-trimethyl-6-trimethylsilanyl-hexa-1,5-dienyl)-tetrahydro-furan-3-yl]-acetic acid 
• 137266-25-2 [(1E,5E)-6-((3S,4R)-4-[1,3]Dioxan-2-ylmethyl-tetrahydro-furan-3-yl)-4,4-dimethyl-hepta-1,5-dienyl]-trimethyl-silane 

Downstream Products

• 16772-63-7 (-)-pereniporin B 

Relevant articles and documents

DRIMANE-TYPE SESQUITERPENOIDS FROM THE LIVERWORT MAKINOA CRISPATA

Three new drimane-type sesquiterpenoids, 7α-chloro-6β-hydroxyconfertifoline, 6β,7α-dihydroxyconfertifoline and 6β,7β-epoxyconfertifoline were isolated from the liverwort Makinoa crispata together with the previously known eudesmane-type sesquiterpene lactone, crispatanolide and a sacculatane-type diterpene dialdehyde, perrottetianal A.The stereostructures of the new compounds were established by 2D NMR and CD spectroscopy and chemical evidence.The present chemical results support Schuster's phylogenic classification of the two orders, Metzgeriales and Jungermanniales.Key Word Index - Makinoa crispata; Metzgeriales; Hepaticae; crispatanolide; 7α-chloro-6β-hydroxyconfertifoline; 6β,7α-dihydroxyconfertifoline; 6β,7β-epoxyconfertifoline; drimane-type sesquiterpenoid; chemosystematics.

Synthesis of Mono- and Sesquiterpenoids, XVI - Synthesis of (-)-Pereniporins A and B, Sesquiterpene Antibiotics from a Basidiomycete

Starting from (S)-3-hydroxy-2,2-dimethyl-1-cyclohexanone (5), the enantioselective total syntheses of (-)-pereniporins A (1) and B (2) were achieved in 33 steps (0.6percent overall yield) and in 28 steps (1.8percent overall yield), respectively.

A Novel Synthesis of (+/-)-Cinnamodial

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