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Literature DB >> 19350593

One-pot, direct incorporation of [11C]CO2 into carbamates.

Jacob M Hooker¹, Achim T Reibel, Sidney M Hill, Michael J Schueller, Joanna S Fowler.

Abstract

Why beat about the bush? An operationally simple and mild reaction based on the direct fixation of (11)CO(2) with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) has been developed for the synthesis of (11)C-labeled carbamates at 75 degrees C within 10 minutes in radiochemical yields above 70% (see scheme). This strategy should be immediately useful for the construction of new radiotracers for positron emission tomography and other applications.

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Year: 2009 PMID： 19350593 PMCID： PMC2757932 DOI： 10.1002/anie.200900112

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

14 in total

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Authors: B Långström; T Kihlberg; M Bergström; G Antoni; M Björkman; B H Forngren; T Forngren; P Hartvig; K Markides; U Yngve; M Ogren
Journal: Acta Chem Scand Date: 1999-09

Review 2. Converting carbon dioxide into carbamato derivatives.

Authors: Daniela Belli Dell'Amico; Fausto Calderazzo; Luca Labella; Fabio Marchetti; Guido Pampaloni
Journal: Chem Rev Date: 2003-10 Impact factor: 60.622

3. A simple, rapid method for the preparation of [11C]formaldehyde.

Authors: Jacob M Hooker; Matthias Schönberger; Hanno Schieferstein; Joanna S Fowler
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

Review 4. Synthesis of 11C, 18F, 15O, and 13N radiolabels for positron emission tomography.

Authors: Philip W Miller; Nicholas J Long; Ramon Vilar; Antony D Gee
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

5. The preparation of 11C-methyl iodide and its use in the synthesis of 11C-methyl-L-methionine.

Authors: B Långström; H Lundqvist
Journal: Int J Appl Radiat Isot Date: 1976-07

6. Synthesis of 11C-labelled N,N'-diphenylurea and ethyl phenylcarbamate by a rhodium-promoted carbonylation via [11C]isocyanatobenzene using phenyl azide and [11C]carbon monoxide.

Authors: Hisashi Doi; Julien Barletta; Masaaki Suzuki; Ryoji Noyori; Yasuyushi Watanabe; Bengt Langstrom
Journal: Org Biomol Chem Date: 2004-09-13 Impact factor: 3.876

7. Production of [11C]CH3I by single pass reaction of [11C]CH4 with I2.

Authors: J M Link; K A Krohn; J C Clark
Journal: Nucl Med Biol Date: 1997-01 Impact factor: 2.408

8. [(11)C] Carbon monoxide in selenium-mediated synthesis of (11)C-carbamoyl compounds.

Authors: Tor Kihlberg; Farhad Karimi; Bengt Långström
Journal: J Org Chem Date: 2002-05-31 Impact factor: 4.354

Review 9. State of art in 11C labelled radiotracers synthesis.

Authors: M Allard; E Fouquet; D James; M Szlosek-Pinaud
Journal: Curr Med Chem Date: 2008 Impact factor: 4.530

10. A New Method for Radiosynthesis of C-Labeled Carbamate Groups and its Application for a Highly Efficient Synthesis of the Kappa-Opioid Receptor Tracer [C]GR103545.

Authors: B W Schoultz; E Arstad; J Marton; F Willoch; A Drzezga; H-J Wester; G Henriksen
Journal: Open Med Chem J Date: 2008-07-16

31 in total

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Journal: Bioorg Med Chem Date: 2010-04-20 Impact factor: 3.641

Review 2. Modular strategies for PET imaging agents.

Authors: Jacob M Hooker
Journal: Curr Opin Chem Biol Date: 2009-10-31 Impact factor: 8.822

Review 3. Considerations in the Development of Reversibly Binding PET Radioligands for Brain Imaging.

Authors: Victor W Pike
Journal: Curr Med Chem Date: 2016 Impact factor: 4.530

Review 4. (11)C[double bond, length as m-dash]O bonds made easily for positron emission tomography radiopharmaceuticals.

Authors: Benjamin H Rotstein; Steven H Liang; Michael S Placzek; Jacob M Hooker; Antony D Gee; Frédéric Dollé; Alan A Wilson; Neil Vasdev
Journal: Chem Soc Rev Date: 2016-08-22 Impact factor: 54.564

5. Recent applications of a single quadrupole mass spectrometer in ¹¹C, ¹⁸F and radiometal chemistry.

Authors: Thomas L Collier; Kenneth Dahl; Nickeisha A Stephenson; Jason P Holland; Adam Riley; Steven H Liang; Neil Vasdev
Journal: J Fluor Chem Date: 2018-03-05 Impact factor: 2.050

Review 6. Chemistry for Positron Emission Tomography: Recent Advances in ¹¹ C-, ¹⁸ F-, ¹³ N-, and ¹⁵ O-Labeling Reactions.

Authors: Xiaoyun Deng; Jian Rong; Lu Wang; Neil Vasdev; Lei Zhang; Lee Josephson; Steven H Liang
Journal: Angew Chem Int Ed Engl Date: 2019-01-14 Impact factor: 15.336

7. Histone deacetylase inhibitor, MS-275, exhibits poor brain penetration: PK studies of [C]MS-275 using Positron Emission Tomography.

Authors: Jacob M Hooker; Sung Won Kim; David Alexoff; Youwen Xu; Colleen Shea; Alicia Reid; Nora Volkow; Joanna S Fowler
Journal: ACS Chem Neurosci Date: 2010 Impact factor: 4.418

8. Synthesis and evaluation of methylated arylazepine compounds for PET imaging of 5-HT(2c) receptors.

Authors: Michael L Granda; Stephen M Carlin; Christian K Moseley; Ramesh Neelamegam; Joseph B Mandeville; Jacob M Hooker
Journal: ACS Chem Neurosci Date: 2012-12-07 Impact factor: 4.418

9. Radiosynthesis and ex vivo evaluation of [(11)C-carbonyl]carbamate- and urea-based monoacylglycerol lipase inhibitors.

Authors: Justin W Hicks; Jun Parkes; Junchao Tong; Sylvain Houle; Neil Vasdev; Alan A Wilson
Journal: Nucl Med Biol Date: 2014-05-10 Impact factor: 2.408

Review 10. 11CO2 fixation: a renaissance in PET radiochemistry.

Authors: Benjamin H Rotstein; Steven H Liang; Jason P Holland; Thomas Lee Collier; Jacob M Hooker; Alan A Wilson; Neil Vasdev
Journal: Chem Commun (Camb) Date: 2013-05-14 Impact factor: 6.222