ID | 44362 |
フルテキストURL | |
著者 |
Hanaya, Tadashi
Department of Chemistry, Faculty of Science, Okayama University
Kaken ID
publons
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Baba, Hiroki
Department of Chemistry, Faculty of Science, Okayama University
Ejiri, Kazumasa
Department of Chemistry, Faculty of Science, Okayama University
Yamamoto, Hiroshi
School of Pharmacy, Shujitsu University
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抄録 | The key precursor, N(2)-(N,N-dimethylaminomethylene)-6-hydroxymethyl-3-[2-(4-nitrophenyl)ethyl]pterin (11) was efficiently prepared from 2,5,6-triamino-4-hydroxypyrimidine (8) in 5 steps. The first, unequivocal synthesis of 6-hydroxymethylpterin α-D-glucoside (6a) was achieved by treatment of 11 with 4,6-di-O-acetyl-2,3-di-O-(4-methoxybenzyl)-α-D-glucopyranosyl bromide (16) in the presence of tetraethylammonium bromide and N-ethyldiisopropylamine, followed by removal of the protecting groups, while 6-hydroxymethylpterin β-D-glucoside (6b) was prepared by means of selective glycosylation of 11 with 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl bromide (12) in the presence of silver triflate and tetramethylurea.
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キーワード | Pterin Glycoside
Selective Glycosylation
Pteridine
Glucopyranosyl Bromide
Protecting Group
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発行日 | 2010-03-01
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出版物タイトル |
Heterocycles
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巻 | 80巻
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号 | 2号
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出版者 | The Japan Institute of Heterocyclic Chemistry
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開始ページ | 1013
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終了ページ | 1025
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ISSN | 1881-0942
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資料タイプ |
学術雑誌論文
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オフィシャル URL | http://dx.doi.org/10.3987/COM-09-S(S)78
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言語 |
英語
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著作権者 | © The Japan Institute of Heterocyclic Chemistry
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論文のバージョン | author
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査読 |
有り
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DOI | |
Web of Science KeyUT |