Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates

A novel carbon-11 radiolabelling methodology for the synthesis of the dialkylcarbonate functional group has been developed. The method uses cyclotron-produced short-lived [11C]CO2 (half-life 20.4 min) directly from the cyclotron target in a one-pot synthesis. Alcohol in the presence of base trapped...

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Main Authors: Abdul Karim Haji Dheere, Salvatore Bongarzone, Dinah Shakir, Antony Gee
Format: Article
Language:English
Published: Wiley 2018-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2018/7641304
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author Abdul Karim Haji Dheere
Salvatore Bongarzone
Dinah Shakir
Antony Gee
author_facet Abdul Karim Haji Dheere
Salvatore Bongarzone
Dinah Shakir
Antony Gee
author_sort Abdul Karim Haji Dheere
collection DOAJ
description A novel carbon-11 radiolabelling methodology for the synthesis of the dialkylcarbonate functional group has been developed. The method uses cyclotron-produced short-lived [11C]CO2 (half-life 20.4 min) directly from the cyclotron target in a one-pot synthesis. Alcohol in the presence of base trapped [11C]CO2 efficiently forming an [11C]alkylcarbonate intermediate that subsequently reacted with an alkylchloride producing the di-substituted [11C]carbonate (34% radiochemical yield, determined by radio-HPLC) in 5 minutes from the end of [11C]CO2 cyclotron delivery.
format Article
id doaj-art-52ca8f84d35d4d0eaed2add6ee33b979
institution OA Journals
issn 2090-9063
2090-9071
language English
publishDate 2018-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-52ca8f84d35d4d0eaed2add6ee33b9792025-08-20T02:05:11ZengWileyJournal of Chemistry2090-90632090-90712018-01-01201810.1155/2018/76413047641304Direct Incorporation of [11C]CO2 into Asymmetric [11C]CarbonatesAbdul Karim Haji Dheere0Salvatore Bongarzone1Dinah Shakir2Antony Gee3Department of Chemistry and Biology, School of Biomedical Engineering and Imaging Sciences, King’s College London, King’s Health Partners, St. Thomas’ Hospital, London, UKDepartment of Chemistry and Biology, School of Biomedical Engineering and Imaging Sciences, King’s College London, King’s Health Partners, St. Thomas’ Hospital, London, UKDepartment of Chemistry and Biology, School of Biomedical Engineering and Imaging Sciences, King’s College London, King’s Health Partners, St. Thomas’ Hospital, London, UKDepartment of Chemistry and Biology, School of Biomedical Engineering and Imaging Sciences, King’s College London, King’s Health Partners, St. Thomas’ Hospital, London, UKA novel carbon-11 radiolabelling methodology for the synthesis of the dialkylcarbonate functional group has been developed. The method uses cyclotron-produced short-lived [11C]CO2 (half-life 20.4 min) directly from the cyclotron target in a one-pot synthesis. Alcohol in the presence of base trapped [11C]CO2 efficiently forming an [11C]alkylcarbonate intermediate that subsequently reacted with an alkylchloride producing the di-substituted [11C]carbonate (34% radiochemical yield, determined by radio-HPLC) in 5 minutes from the end of [11C]CO2 cyclotron delivery.http://dx.doi.org/10.1155/2018/7641304
spellingShingle Abdul Karim Haji Dheere
Salvatore Bongarzone
Dinah Shakir
Antony Gee
Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
Journal of Chemistry
title Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
title_full Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
title_fullStr Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
title_full_unstemmed Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
title_short Direct Incorporation of [11C]CO2 into Asymmetric [11C]Carbonates
title_sort direct incorporation of 11c co2 into asymmetric 11c carbonates
url http://dx.doi.org/10.1155/2018/7641304
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AT dinahshakir directincorporationof11cco2intoasymmetric11ccarbonates
AT antonygee directincorporationof11cco2intoasymmetric11ccarbonates