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Step by Step to the Synthesis of Olympicene

14 Mar

Olympicene, as introduced in this blog post last year, resembles a certain logo associated with the worlds biggest sporting event. Is it recognizable? I’d say so!

The chemical structure of Olympicene

Last year one of the editorial board for ChemSpider SyntheticPages (CSSP), Professor Peter Scott from the University of Warwick, started a discussion with colleagues at the university regarding how to synthesise the compound. The intention was to publish all steps in the synthesis to the CSSP platform. With “the Games” just around the corner, how has the little marathon synthesis progressed so far? How close is the group to completing their work? If you check out the steps on CSSP, one by one, you will see the progress…all syntheses are reported by Anish Mistry from the Fox Group at Warwick University.

 

Step 1 of the Synthesis of Olympicene on ChemSpider SyntheticPages

Step 2: Hydrogenation of Ethyl 3-(1-pyrenyl)acrylate

Step 3: Hydrolysis of Ethyl 3-(1-pyrenyl)propanoate

Step 4: Chlorination of a carboxylic acid

Step 5: Friedel Crafts cylisation of 3-(1-Pyrenyl)propanoyl chloride

 

Step 6 of the Synthesis of Olympicene on ChemSPider SyntheticPages

If you check out Step 6 you will see just how close the group is to completing the synthesis. Then it will be on to the analytical work. We are looking forward to hosting the results of the analytical work on the ChemSpider page. Watch this space!

 

 

About tony

Founder of ChemZoo Inc., the host of ChemSpider (www.chemspider.com). ChemSpider is an open access online database of chemical structures and property transaction based services to enable chemists around the world to data mine chemistry databases. The Royal Society of Chemistry acquired ChemSpider in May 2009. Presently working as a consortium member of the OpenPHACTS IMI project (http://www.openphacts.org/). This focuses on how drug discovery can utilize semantic technologies to improve decision making and brings together 22 European team members to develop an infrastructure to link together public and private data for the drug discovery community. I am also involved with the PharmaSea FP7 project (http://www.pharma-sea.eu/) trying to identify new classes of marine natural products with potential pharmacological activity. I am also one of the hosts for three wikis for Science: ScientistsDB, SciMobileApps and SciDBs. Over the past decade I held many responsibilities including the direction of the development of scientific software applications for spectroscopy and general chemistry, directing marketing efforts, sales and business development collaborations for the company. Eight years experience of analytical laboratory leadership and management. Experienced in experimental techniques, implementation of new NMR technologies, walk-up facility management, research and development, manufacturing support and teaching. Ability to provide situation analysis, creative solutions and establish good working relationships. Prolific author with over a 150 peer-reviewed scientific publications, 3 patents and over 300 public presentations. Specialties Leadership in the domain of free access Chemistry, Product and project management, Organizational and Leadership development, Competitive analysis and Business Development, Entrepreneurial.
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Posted by on March 14, 2012 in Uncategorized

 

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