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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
Date Modified
17 May 2016, 14:05:46
Audit Status
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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
Activity of users you follow
User Activity Date
User J.M. Sanderson has updated Data for "Optimised conditions for the synthesis of 17O and 18O labelled cholesterol" almost 3 years ago
User S. Palucha has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol about 3 years ago
User S. Palucha has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol about 3 years ago
User J.M. Sanderson has updated Optimised conditions for the synthesis of 17O and 18O labelled cholesterol about 3 years ago
User J.M. Sanderson has updated j.chemphyslip.2015.12.003_data.zip about 3 years ago
User J.M. Sanderson has deposited data.zip about 3 years ago