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The use of tetrabutylammonium fluoride to promote N- and O-11C-methylation reactions with iodo[11C]methane in dimethyl sulfoxide
https://repo.qst.go.jp/records/46744
https://repo.qst.go.jp/records/46744bfd144ae-93bb-4072-b72d-c80eae10ce3b
| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2014-03-18 | |||||
| タイトル | ||||||
| タイトル | The use of tetrabutylammonium fluoride to promote N- and O-11C-methylation reactions with iodo[11C]methane in dimethyl sulfoxide | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| アクセス権 | ||||||
| アクセス権 | metadata only access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_14cb | |||||
| 著者 |
Kikuchi, Tatsuya
× Kikuchi, Tatsuya× Minegishi, Katsuyuki× Hashimoto, Hiroki× Zhang, Ming-Rong× Kato, Koichi× 菊池 達矢× 峯岸 克行× 橋本 裕輝× 張 明栄× 加藤 孝一 |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The N- or O-methylation reactions of compounds bearing amide, aniline, or phenol moieties using iodo[11C]methane (1) with the aid of a base are frequently applied to the preparation of 11C-labeled radiopharmaceuticals. Although sodium hydride and alkaline metal hydroxides are commonly employed as bases in these reactions, their poor solubility properties in organic solvents and hydrolytic activities have sometimes limited their application and made the associated 11C-methylation reactions difficult. In contrast to these bases, tetrabutylammonium fluoride (TBAF) is moderately basic, highly soluble in organic solvents, and weakly nucleophilic. Although it was envisaged that TBAF could be used as the preferred base for 11C-methylation reactions using 1, studies concerning the use of TBAF to promote 11C-methylation reactions are scarce. Herein, we have evaluated the efficiency of the 11C-methylation reactions of 13 model compounds using TBAF and 1. In most cases, the N-11C-methylations were efficiently promoted by TBAF in dimethyl sulfoxide at ambient temperature, whereas the O-11C-methylations required heating in some cases. Comparison studies revealed that the efficiencies of the 11C-methylation reactions with TBAF were comparable or sometimes greater than those conducted with sodium hydride. Based on these results, TBAF should be considered as the preferred base for 11C-methylation reactions using 1. |
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| 書誌情報 |
Journal of Labelled Compounds & Radiopharmaceuticals 巻 56, 号 13, p. 672-678, 発行日 2013-07 |
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| 出版者 | ||||||
| 出版者 | wileyonlinelibrary | |||||
| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0362-4803 | |||||
| DOI | ||||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | doi: 10.1002/jlcr.3092 | |||||
