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Data for "Optimised conditions for the synthesis of 17O and 18O labelled cholesterol" Open Access
Conditions are described for the preparation of cholesterol with 17O and 18O labels from i-cholesteryl methyl ether using minimal amounts of isotopically enriched water. Optimum yields employed trifluoromethanesulfonic acid as catalyst in 1,4-dioxane at room temperature with 5 equivalents of water. An isotopic enrichment >90% of that of the water used for the reaction could be attained. Tetrafluoroboric acid could also be used as catalyst, at the expense of a lower overall reaction yield. Byproducts from the reaction included dicholesteryl ether, methyl cholesteryl ether, compounds formed by ether hydrolysis, and olefins arising from elimination reactions. Reactions in tetrahydrofuran yielded significant amounts of cholesteryl ethers formed by reaction with alcohols arising from hydrolysis of the solvent.
Descriptions
- Resource type
- Dataset
- Contributors
- Contact person:
Sanderson, John M
1
Creator: Law, Robert V 2
Creator: de la Calle Arregui, Celia 1
Creator: Purdie, Jonathan A 1
Creator: Haslam, Catherine A 1
Creator: Sanderson, John M 1
1 Durham University, UK
2 Imperial College London, UK
- Funder
-
Engineering and Physical Sciences Research Council
- Research methods
-
NMR, Mass Spectrometry
- Other description
-
A file index info.txt is present in the zip archive
- Keyword
- Cholesterol
Synthesis
10.1016/j.chemphyslip.2015.12.003
- Subject
-
Isotopically labelled cholesterol
- Location
- Language
- English
- Cited in
- doi:10.1016/j.chemphyslip.2015.12.003
- Identifier
- doi:10.15128/b2773v68h
ark:/32150/b2773v68h
- Rights
- Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA)
- Publisher
-
Durham University
- Date Created
-
2016-01-07
File Details
- Depositor
- J.M. Sanderson
- Date Uploaded
- 11 January 2016, 15:01:24
- Date Modified
- 17 May 2016, 14:05:46
- Audit Status
- Audits have not yet been run on this file.
- Characterization
-
File format: zip (ZIP Format)
Mime type: application/zip
File size: 80475415
Last modified: 2016:01:11 15:36:44+00:00
Filename: data.zip
Original checksum: 370d085982a84b04b1b9e7cccae23b54
| User Activity | Date |
|---|---|
| User J.M. Sanderson has updated Data for "Optimised conditions for the synthesis of 17O and 18O labelled cholesterol" | almost 8 years ago |
| User S. Palucha has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol | over 8 years ago |
| User S. Palucha has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol | over 8 years ago |
| User J.M. Sanderson has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol | over 8 years ago |
| User J.M. Sanderson has updated j.chemphyslip.2015.12.003_data.zip | over 8 years ago |
| User J.M. Sanderson has deposited data.zip | over 8 years ago |