Epi-bicyclosesquiphellandrene

Base Information

• Chemical Name: Epi-bicyclosesquiphellandrene
• CAS No.: 54274-73-6
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356
• UNII: B9ACS6HA3Y
• DSSTox Substance ID: DTXSID901308048
• Wikidata: Q105241259
• Metabolomics Workbench ID: 167290
• Mol file: 54274-73-6.mol

Synonyms:epi-bicyclosesquiphellandrene;1-Epibicyclosesquiphellandrene;54274-73-6;1-epi-Bicyclosesquiphellandrene;(+)-Epi-bicyclosesquiphellandrene;B9ACS6HA3Y;CHEBI:192967;DTXSID901308048;epi-Bicyclosesquiphellandrene, (+)-;(1S,4R,4aS)-4-methyl-7-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene;NAPHTHALENE, 1,2,3,4,4A,5,6,7-OCTAHYDRO-4-METHYL-7-METHYLENE-1-(1-METHYLETHYL)-, (1S,4R,4AS)-;NAPHTHALENE, 1,2,3,4,4A,5,6,7-OCTAHYDRO-4-METHYL-7-METHYLENE-1-(1-METHYLETHYL)-, (1S-(1.ALPHA.,4.BETA.,4A.BETA.))-

Chemical Property of Epi-bicyclosesquiphellandrene

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(C2=CC(=C)CCC12)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H](C2=CC(=C)CC[C@@H]12)C(C)C

Technology Process of Epi-bicyclosesquiphellandrene

There total 2 articles about Epi-bicyclosesquiphellandrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(-)-α-murolene (483-75-0,10208-80-7,13862-36-7,17627-24-6,20085-19-2,23515-88-0,24406-05-1,31983-21-8,31983-22-9,51260-25-4,68000-45-3,82468-90-4) → (1R,10S)-7-(1-Methylethyl)-4,10-dimethylbicyclo[4.4.0]deca-4,6-diene (41702-64-1) + bicyclosesquiphellandrene (22339-27-1,54274-73-6,61246-78-4,79813-65-3,84236-09-9,54324-03-7) + trans–cadina-1(6),4–diene (20085-11-4) + (1R,10R)-zonarene (41929-05-9)

Guidance literature:

With methanol; fluorosulphonic acid; Yield given. Multistep reaction. Yields of byproduct given; 1) SO₂FCl, -70 deg C; 2) diethyl ether, -100 deg C;

Reference yield:

→ (R)-1-Isopropyl-4-methyl-7-methylene-1,2,3,4,4a,5,6,7-octahydro-naphthalene (22339-27-1,54274-73-6,54324-03-7,61246-78-4,79813-65-3,84236-09-9)

Guidance literature:

Keton VII, 1. CH3MgI, 2. Dehydrat., im Gemisch VIII (Kp(5): 160grad (Badtemp.), <α>(D): +64.5grad, UV, IR, NMR), mit heteroannularem Dien /BRN= 413874/;

Reference yield: 30.0%

(1S,4R,4aS)-1,2,3,4,4a,5,6,7-octahydro-4-methyl-7-methylene-1-(1-methylethyl)naphthalene (54274-73-6) → γ-calacorene (85921-95-5,24048-45-1) + cadalene (483-78-3) + calamenene (6617-49-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In various solvent(s); for 9h; Heating;

upstream raw materials:

(-)-α-murolene

Downstream raw materials:

γ-calacorene

cadalene

calamenene