Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

(-)-beta-Chamigrene

Base Information
  • Chemical Name:(-)-beta-Chamigrene
  • CAS No.:18431-82-8
  • Molecular Formula:C15H24
  • Molecular Weight:204.356
  • Hs Code.:2902199090
  • DSSTox Substance ID:DTXSID60939822
  • Nikkaji Number:J15.414H
  • Wikipedia:Chamigrene
  • Wikidata:Q27108622
  • Metabolomics Workbench ID:53530
  • Mol file:18431-82-8.mol
(-)-beta-Chamigrene

Synonyms:beta-chamigrene

Suppliers and Price of (-)-beta-Chamigrene
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • (-)-BETA-CHAMIGRENE 95.00%
  • 5MG
  • $ 498.22
Total 7 raw suppliers
Chemical Property of (-)-beta-Chamigrene
Chemical Property:
  • Vapor Pressure:0.00969mmHg at 25°C 
  • Refractive Index:n20/D 1.511 
  • Boiling Point:273.2°Cat760mmHg 
  • Flash Point:107.3°C 
  • PSA:0.00000 
  • Density:0.89g/cm3 
  • LogP:4.86930 
  • Storage Temp.:2-8°C 
  • XLogP3:4.7
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:0
  • Exact Mass:204.187800766
  • Heavy Atom Count:15
  • Complexity:306
Purity/Quality:

98%,99%, *data from raw suppliers

(-)-BETA-CHAMIGRENE 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1=CCC2(CC1)C(=C)CCCC2(C)C
  • Isomeric SMILES:CC1=CC[C@@]2(CC1)C(=C)CCCC2(C)C
Technology Process of (-)-beta-Chamigrene

There total 10 articles about (-)-beta-Chamigrene 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:
Guidance literature:
Multi-step reaction with 3 steps
1: 96 percent / dilithium tetrabromonickelate(II) / tetrahydrofuran / 72 h / 30 °C
2: 17.5 percent / nitromethane / 3 h / Ambient temperature
3: 58.8 mg / Zn dust, acetic acid / 3 h / 60 °C
With dilithium tetrabromonickelate(II); acetic acid; zinc; In tetrahydrofuran; nitromethane;
DOI:10.1021/ja00284a052
Guidance literature:
Multi-step reaction with 5 steps
1: pyridine
2: 0.5N potassium hydroxide / methanol / 0.5 h / 0 °C
3: 96 percent / dilithium tetrabromonickelate(II) / tetrahydrofuran / 72 h / 30 °C
4: 17.5 percent / nitromethane / 3 h / Ambient temperature
5: 58.8 mg / Zn dust, acetic acid / 3 h / 60 °C
With pyridine; potassium hydroxide; dilithium tetrabromonickelate(II); acetic acid; zinc; In tetrahydrofuran; methanol; nitromethane;
DOI:10.1021/ja00284a052
Refernces

144. Rogiolol Acetate: a Novel β-Chamigrene-Type Sesquiterpene Isolated from a Marine Sponge

10.1002/hlca.19900730606

In the research, chamigrene refers to a specific class of sesquiterpene compounds characterized by their unique structural features and chemical properties. Specifically, chamigrene-type sesquiterpenes are known for their presence in certain marine organisms, such as red seaweeds of the genus Laurencia, and are now found for the first time in a marine sponge, Spongia zimocca, in this study. The compound rogiolol acetate, isolated from the sponge, is described as a novel halogenated B-chamigrene-type sesquiterpene. This means it has a specific molecular framework typical of chamigrene compounds, including a spiro ring system and multiple halogen substituents (bromine and chlorine in this case). The study focuses on elucidating the detailed structure, configuration, and biogenetic pathway of rogiolol acetate, which represents a significant addition to the known diversity of chamigrene-type compounds in marine environments.

Total Synthesis of (+/-)-Aphidicolin and (+/-)-β-Chamigrene

10.1021/jo00180a010

The research focuses on the total synthesis of (+)-aphidicolin and (+)-β-chamigrene, which are complex organic compounds belonging to the tetracyclic diterpene class. The purpose of the study was to develop an efficient synthetic process for these compounds, utilizing a series of chemical reactions including hetero-Diels-Alder condensation, Claisen rearrangement, and solvolytic α-route for the formation of the bicyclo[3.2.1]octane portion of the molecule. The synthesis involved a variety of chemicals such as α-methylene ketones, methyl methacrylate, quinoline, and various ester and ketone derivatives. The conclusions of the research highlighted the successful synthesis of the target compounds, with a particular focus on the rearrangement of intermediates to form the aphidicolane bicyclo[3.2.1]octane ring system, which was a central feature of the (+)-aphidicolin synthesis. The study also detailed the challenges encountered in the synthesis process, such as the introduction of the C16,C17 diol system and the stereochemical control of the hydroxylation of exo-olefinic ketone. The final product, (+)-aphidicolin, was confirmed to have the same physical and spectral properties as an authentic sample, validating the synthetic route developed in the study.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 18431-82-8