Synthesis of [1-11C]iodoethane for the preparation of [11C]ethyl labelled radiopharmaceuticals

Slegers, Guido; Sambre, J.; Goethals, Patrick; Vandecasteele, Carlo; Haver, Dirk Van

doi:10.1016/0883-2889(86)90115-2

Cited by 21 publications

(9 citation statements)

References 9 publications

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“…R'^CH2l (or reaction mixture) was transferred to a collection vial (or to HPLC system for purification). [l-^'C]propyl iodide, synthesized by the Grignard reaction were low, compared to the results of Siegers et al [1], although relatively higher specific activity was obtained. These unsatisfactory results may be caused by relatively high flow rate (200 ml/min) for trapping of [^'C]C02 in the Grignard reagents.…”

Section: Synthesis Of [1-^ ^Cjethyl Iodide and [1-''c]propyl Iodidementioning

confidence: 50%

“…["ClCHjI in both [1-^^qethyl and propyl iodide solutions may have been produced by the reduction of [^^qC02 by LAH before the reaction of Grignard reagents [1]. For the syntheses of ^'C-labelled ligands for the in vivo…”

Section: Co Rmgbrmentioning

confidence: 99%

“…^'C-labelled alkyl iodides such as [''C]methyl iodide, [l-"C]ethyl iodide and [2-''C]isopropyl iodide are very useful precursors for the synthesis of ''C-alkylated radiophamaceuticals [1][2][3][4][5]. These precursors have been synthesized mainly from [''C]C02 using LiAlH4(LAH), RMgX (R = alkyl group), RLi, etc., which are extremely sensitive to air (H2O, O2, CO2).…”

Section: Introductionmentioning

confidence: 99%

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Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity

Suzuki¹

1990

Radiochimica Acta

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Multi-purpose synthesizer / ^^C-labelled radiopharmaceuticals / [^^CJmethyl iodide / [l-^'C]ethyl iodide / [l-'^C]propyl iodide AbstractA new equipment was developed for the automatic and repeated syntheses of' 'C-labelled alkyl iodides with high specific activity. Using the equipment, 2.2-9.4 GBq of [''C]methyl iodide, [l-"C]ethyl iodide and [l-"C]propyl iodide were produced automatically at the specific activity of 25 -141 GBq/nmoI (at EOS) by irradiating pure N2 gas with 18 MeV protons (14.2 MeV on target) at 5-15 nA for 10-20 minutes. The equipment enabled three times repeated productions of different "C-labelled alkyl iodides in 2.5 hours.

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Section: Synthesis Of [1-^ ^Cjethyl Iodide and [1-''c]propyl Iodidementioning

confidence: 50%

Section: Co Rmgbrmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity

Suzuki¹

1990

Radiochimica Acta

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“…These include [1-11 C]C 2 H 5 I, [ 11 C]CD 3 I, 2-[2-11 C]iodopropane, which were made by a 3-step / one pot reaction system (Fig. (29)) [40,[140][141][142]. The synthesis starts with a Grignard reaction, which is followed by reduction and iodination.…”

Section: Alkylations Using Other 11 C-labeled Alkyl Iodides [ 11 C]iomentioning

confidence: 99%

C-11 Radiochemistry in Cancer Imaging Applications

Mach

2010

CTMC

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Carbon-11 (C-11) radiotracers are widely used for the early diagnosis of cancer, monitoring therapeutic response to cancer treatment, and pharmacokinetic investigations of anticancer drugs. PET imaging permits non-invasive monitoring of metabolic processes and molecular targets, while carbon-11 radiotracers allow a "hot-for cold" substitution of biologically active molecules. Advances in organic synthetic chemistry and radiochemistry as well as improved automated techniques for radiosynthesis have encouraged investigators in developing carbon-11 tracers for use in oncology imaging studies. The short half-life of carbon-11 (20.38 minutes) creates special challenges for the synthesis of C-11 labeled tracers; these include the challenges of synthesizing C-11 target compounds with high radiochemical yield, high radiochemical purity and high specific activity in a short time and on a very small scale. The optimization of conditions for making a carbon-11 tracer include the late introduction of the C-11 isotope, the rapid formation and purification of the target compound, and the use of automated systems to afford a high yield of the target compound in a short time. In this review paper, we first briefly introduce some basic principles of PET imaging of cancer; we then discuss principles of carbon-11 radiochemistry, focus on specific advances in radiochemistry, and describe the synthesis of C-11 radiopharmaceuticals developed for cancer imaging. The carbon-11 radiochemistry approaches described include the N,O, and S-alkylations of [(11)C]methyl iodide/[(11)C]methyl triflate and analogues of [(11)C]methyl iodide and their applications for making carbon-11 tracers; we then address recent advances in exploring a transmetallic complex mediated [(11)C]carbonyl reaction for oncologic targets.

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“…The hydriodic acid had been used to synthesize isotope labeled iodomethane and iodoethane. 29,30 However, the syntheses either took a long time to complete or resulted in low yields. Surprisingly, there is no report on the synthesis of longer aliphatic chain alkyl iodides or benzyl iodide using the hydriodic acid and the corresponding alcohols.…”

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confidence: 99%

Simple synthesis of fresh alkyl iodides using alcohols and hydriodic acid

Klein¹,

Zhang²,

Jiang³

2008

Tetrahedron Letters

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Synthesis of [1-11C]iodoethane for the preparation of [11C]ethyl labelled radiopharmaceuticals

Cited by 21 publications

References 9 publications

Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity

Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity

C-11 Radiochemistry in Cancer Imaging Applications

Simple synthesis of fresh alkyl iodides using alcohols and hydriodic acid

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Synthesis of [1-11C]iodoethane for the preparation of [11C]ethyl labelled radiopharmaceuticals

Cited by 21 publications

References 9 publications

Development of a Multi-purpose Equipment for the Repeated Syntheses of 11C-Labelled Alkyl Iodides with High Specific Activity

Development of a Multi-purpose Equipment for the Repeated Syntheses of 11C-Labelled Alkyl Iodides with High Specific Activity

C-11 Radiochemistry in Cancer Imaging Applications

Simple synthesis of fresh alkyl iodides using alcohols and hydriodic acid

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Product

Resources

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Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity

Development of a Multi-purpose Equipment for the Repeated Syntheses of ¹¹C-Labelled Alkyl Iodides with High Specific Activity