15404-63-4

Basic information

• Product Name: [1R,4aβ,(+)]-Decahydro-1α,8aα-dimethyl-7β-(1-methylethyl)naphthalene
• Synonyms: [1R,4aβ,(+)]-Decahydro-1α,8aα-dimethyl-7β-(1-methylethyl)naphthalene
• CAS NO: 15404-63-4
• Molecular Formula: C15H28
• Molecular Weight: 208.38
• Mol File: 15404-63-4.mol

Chemical Properties

• Boiling Point: 259.6°C at 760 mmHg
• Flash Point: 103.7°C
• Appearance: /
• Density: 0.849g/cm³
• Vapor Pressure: 0.0208mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: [1R,4aβ,(+)]-Decahydro-1α,8aα-dimethyl-7β-(1-methylethyl)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: [1R,4aβ,(+)]-Decahydro-1α,8aα-dimethyl-7β-(1-methylethyl)naphthalene(15404-63-4)
• EPA Substance Registry System: [1R,4aβ,(+)]-Decahydro-1α,8aα-dimethyl-7β-(1-methylethyl)naphthalene(15404-63-4)

Safety Data

• Hazardous Substances Data: 15404-63-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H28/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h11-14H,5-10H2,1-4H3

Upstream product

• 113729-66-1 7-α-eremophilane-6-one 
• 79243-35-9 (4aβ,8β,8aβ)-1,4,4a,5,6,7,8,8a-octahydro-8,8a-dimethyl-3H-2-benzopyran-3-one 
• 113729-74-1 (1S,2R,4aR,8S,8aR)-2-Isopropyl-8,8a-dimethyl-decahydro-naphthalen-1-ol 
• 113729-70-7 {(1S,2R,6S)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-methanol 
• 113729-63-8 1-((1R,2S,6R)-1,2-Dimethyl-6-thiazol-5-ylmethyl-cyclohexyl)-but-2-yn-1-one 
• 113729-76-3 1-((1R,2S,6R)-1,2-Dimethyl-6-thiazol-5-ylmethyl-cyclohexyl)-but-2-yn-1-ol 
• 113729-65-0 (4aR,5S,8aR)-3,4a,5-Trimethyl-5,6,7,8,8a,9-hexahydro-4aH-naphtho[2,3-b]thiophen-4-one 
• 113729-69-4 (1R,2S,6R)-1,2-Dimethyl-6-thiazol-5-ylmethyl-cyclohexanecarbaldehyde 
• 113729-68-3 ((1R,2S,6R)-1,2-Dimethyl-6-thiazol-5-ylmethyl-cyclohexyl)-methanol 
• 113729-67-2 (4aR,8S,8aR)-8,8a-Dimethyl-octahydro-isochromene-3-thione 
• 117755-19-8 (E)-((hexa-3,5-dien-1-yloxy)methyl)benzene 
• 497-03-0 2-methylbut-2-enal 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 113729-75-2 Dithiocarbonic acid O-((1S,2R,4aR,8S,8aR)-2-isopropyl-8,8a-dimethyl-decahydro-naphthalen-1-yl) ester S-methyl ester 

Relevant articles and documents

Hydrogenation selectivity of the Bicyclo[4.4.0]decane ring system of valencanes

To test the selectivity of sterically hindered systems, (+)-nootkatone and derivatives were subjected to a wide variety of hydrogenation methodologies. The steric impact of the C-4 methyl substituent seems to be responsible for the inability of the system to adopt the cis-fused structure. Georg Thieme Verlag Stuttgart New York.

Efficient and general approach to eremophilanes using siloxyalkyne-alkene metathesis

An efficient skeletal reorganization of a terminal alkene armed with an appropriate siloxy alkyne fragment is a pivotal step in our novel and general strategy for the construction of a bicyclic core of eremophilanes with complete diastereocontrol and high synthetic efficiency. Our approach features three significant strategic elements. First, the enyne metathesis precursor is assembled via a highly endo-selective Diels-Alder reaction. Second, installation of the siloxy group at the alkyne terminus enables the regio-selective assembly of the ensuing enone fragment via intramolecular enyne cyclization. Third, the common enone precursor offers the necessary flexibility of accessing several natural products of the eremophilane family.

(-)-1(10),11-Eremophiladien-9β-ol from the liverwort Marchantia polymorpha ssp. aquatica

A new eremophilane-type sesquiterpenoid, (-)-1(10),11-eremophiladien- 9β-ol, was isolated from the liverwort Marchantia polymorpha ssp. aquatica. Structure elucidation was performed by means of spectroscopic methods and chemical conversion to known eremophilone. The configuration was proved by NOE measurements and comparison of the products obtained by dehydration and hydrogenation of the alcohol with the hydrogenation products of both enantiomers of eremophilene and valencene by enantioselective gas chromatography with cyclodextrin derivatives.

Sesquiterpenes. 13C and 1H NMR Chemical Shifts of New Thujopsane and Nootkatane Derivatives

The 13C and 1H NMR spectra of thujopsanone oxime, 7-halo-7-nitrosothujopsanes, nootkat-1-one oxime and 1-chloro-1-nitrosonootkatane are reported. Key Words: 13C NMR 1H NMR Thujopsanes Nootkatanes

THIAZOLES IN ORGANIC SYNTHESIS. NOVEL SYNTHESES OF MENTHANES AND EREMOPHILANES

Acetylenic thiazoles of proper design have been shown to undergo an intramolecular Diels-Alder reaction leading to fused-ring thiophene derivatives.When appropriately substituted, these latter materials can be readily converted to terpenes of the menthane

STEREOSPECIFIC TOTAL SYNTHESES OF 7α- AND 7β-EREMOPHILANE-6-ONE AND 7α- AND 7β-EREMOPHILANE

The title compounds have been prepared in a highly efficient fashion by a synthetic route involving an intramolecular Diels-Alder reaction of an acetylenic thiazole followed by reductive modification of the resulting fused-ring thiophene.

Agarofuran-, Eudesmane-, and Eremophilane-Type Sesquiterpenoids from Alpinia japonica (THUNB.) MIQ.

Three new sesquiterpenoids, 3α,4α-oxidoagarofuran, 3β,4β-oxidoagarofuran and Δ9(10)-eremophilen-11-ol, as well as 10-epi-γ-eudesmol, 4α-hydroxydihydroagarofuran, α-agarofuran, dihydroagarofuran and β-eudesmol were isolated from the rhizome of Alpinia japonica.Their structures were determined by chemical and spectroscopic methods.It is interesting from a biogenetic point of view that Δ9(10)-eremophilen-11-ol, β-eudesmol and agarofurans which possess the 10-epimeric eudesmane carbon skeleton were all contained in the same plant.Keywords--Alpinia japonica; Zingiberaceae; sesquiterpene; 3α,4α-oxidoagarofuran; 3β,4β-oxidoagarofuran; Δ9(10)-eremophilen-11-ol; 10-epi-eudesmane-type; 13C-NMR; X-ray analysis