7-Hydroxycadalene

Base Information

• Chemical Name: 7-Hydroxycadalene
• CAS No.: 2102-75-2
• Molecular Formula: C15H18O
• Molecular Weight: 214.3
• DSSTox Substance ID: DTXSID30345931
• Nikkaji Number: J37.668J
• Wikidata: Q82118731
• Metabolomics Workbench ID: 134974
• ChEMBL ID: CHEMBL451475
• Mol file: 2102-75-2.mol

Synonyms:7-hydroxycadalene

Chemical Property of 7-Hydroxycadalene

Chemical Property:

• PSA: 20.23000
• LogP: 4.28560
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 214.135765193
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C=C(C(=CC2=C(C=C1)C(C)C)C)O

Technology Process of 7-Hydroxycadalene

There total 18 articles about 7-Hydroxycadalene 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: 85.0%

2-methoxycadalene (87843-24-1) → 7-hydroxycadalene (2102-75-2)

Guidance literature:

With boron tribromide; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1021/jo00175a007

Reference yield:

4-(4-methoxy-3-methylphenyl)-5-methylhexanoic acid (70143-24-7) → 7-hydroxycadalene (2102-75-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 97.3 percent / polyphosphoric acid / 87 °C / 1) 1 min, 2) 30 min

2: diethyl ether / 1) RT, 20 min, 2) reflux, 30 min

3: 1.31 g / 4 N HCl / benzene; H₂O / 0.17 h

4: 57.2 percent / 10percent Pd/C / decahydronaphthalene / 15 h / Heating

5: 85 percent / BBr₃ / CH₂Cl₂ / 2.5 h / Ambient temperature

With hydrogenchloride; PPA; boron tribromide; palladium on activated charcoal; In diethyl ether; dichloromethane; water; decalin; benzene;

DOI:10.1021/jo00175a007

Reference yield:

7-Methoxy-α-calacorene (70143-25-8) → 7-hydroxycadalene (2102-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.2 percent / 10percent Pd/C / decahydronaphthalene / 15 h / Heating

2: 85 percent / BBr₃ / CH₂Cl₂ / 2.5 h / Ambient temperature

With boron tribromide; palladium on activated charcoal; In dichloromethane; decalin;

DOI:10.1021/jo00175a007

upstream raw materials:

2-methoxycadalene

8a-hydroxy-5-isopropyl-3,8-dimethyl-3,4,4a,5,6,8a-hexahydro-1H-naphthalen-2-one

7-hydroxy-3,4-dihydrocadalin

7-Methoxycadalenal-semicarbazon

Downstream raw materials:

mansonone C

Refernces

• 1、 Briggs,Taylor. "". . p. 1338. Retrieved 1947.
• 2、 McCormick, John P.,Shinmyozu, Teruo,Pachlatko, J. Paul,Schafer, Tann R.,Gardner, Jeffrey W.,Stipanovic, Robert D.. "Gossypium Cadinanes and Their Analogues: Synthesis of Lacinilene C, 2,7-Dihydroxycadalene, and Their Methyl Ethers". . p. 34 - 40. Retrieved 2007/10/02.