473-17-6

Basic information

• Product Name: (2R)-1,2,3,4,4a,8aβ-Hexahydro-α,α,4aβ,8-tetramethylnaphthalene-2α-methanol
• Synonyms: (+)-Occidentalol;(2R)-1,2,3,4,4a,8aβ-Hexahydro-α,α,4aβ,8-tetramethylnaphthalene-2α-methanol
• CAS NO: 473-17-6
• Molecular Formula: C15H24O
• Molecular Weight: 220.35046
• Mol File: 473-17-6.mol

Chemical Properties

• Boiling Point: 306.327°C at 760 mmHg
• Flash Point: 113.075°C
• Appearance: /
• Density: 0.979g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: (2R)-1,2,3,4,4a,8aβ-Hexahydro-α,α,4aβ,8-tetramethylnaphthalene-2α-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-1,2,3,4,4a,8aβ-Hexahydro-α,α,4aβ,8-tetramethylnaphthalene-2α-methanol(473-17-6)
• EPA Substance Registry System: (2R)-1,2,3,4,4a,8aβ-Hexahydro-α,α,4aβ,8-tetramethylnaphthalene-2α-methanol(473-17-6)

Safety Data

• Hazardous Substances Data: 473-17-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H24O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h5-6,8,12-13,16H,7,9-10H2,1-4H3/t12-,13+,15+/m1/s1

Upstream product

• 35866-50-3 2-((2R,4aR,8S,8aS)-4a,8-Dimethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yl)-propan-2-ol 
• 36128-95-7 (1R,4aR,7R,8aS)-7-(1-Hydroxy-1-methyl-ethyl)-1,4a-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one 
• 35866-63-8 (4R,4aS,6R,8aS)-6-(1-Hydroxy-1-methyl-ethyl)-4,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carbaldehyde 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 35866-45-6 Bis-dihydro-epi-carrisson 
• 547-27-3 Epi-Carrisone 
• 70427-82-6 10-epi-eudesmol 
• 15051-82-8 (4aR)-8ac-Hydroxy-7t-<α-hydroxy-isopropyl>-1t.4ar-dimethyl-2-oxo-decalin 
• 35866-64-9 (1R,3S,4aR,7R,8aS)-3-Bromo-7-(1-hydroxy-1-methyl-ethyl)-1,4a-dimethyl-octahydro-naphthalen-2-one 
• 69084-42-0 methyl c-4,c-9-dimethyl-6-methoxycarbonyl-2,7-dioxo-cis-decalyl-r-8-carboxylate 
• 29484-53-5 4,r-9-dimethyl-6-methoxycarbonyl-5,t-6,7,8,9,c-10-hexahydronaphthalene 
• 73878-83-8 (4'S,4'aR,8'aS)-7'-Hydroxy-4',8'a-dimethyl-3',4',4'a,5',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]-6'-carboxylic acid methyl ester 
• 73878-80-5 (4aR,8R,8aS)-3-Methoxymethoxy-4a,8-dimethyl-6-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 73878-84-9 (4'S,4'aR,6'S,7'R,8'aS)-7'-Hydroxy-4',8'a-dimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-6'-carboxylic acid methyl ester 

Downstream Products

• 70427-82-6 10-epi-eudesmol 
• 3466-63-5 eudesman-11-ol 

Relevant articles and documents

Synthesis of Sesquiterpenes, Occidentalol, Chamaecynone and Related Compounds Characterised by a cis-Eudesmane Structure

In continuation of our synthetic work for constructing the cis-decalin skeleton by a double Michael annulation using 3-methyl-4-methylenecyclohex-2-enone and its congeners with dimethyl 3-oxoglutarate, the sesquiterpenes, occidentalol, chamaecynone, and related compounds have been synthesised in a stereoselective manner.

STEREOSELECTIVE SYNTHESYS OF (+/-)-OCCIDENTALOL

Stereoselective synthesis of the sesquiterpene alcohol, occidentalol starting from methyl c-4,c-9-dimethyl-6-methoxycarbonyl-2,7-dioxo-cis-decalyl-r-8-carboxylate was described.