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ID 56055
フルテキストURL
著者
Hanaya, Tadashi Department of Chemistry, Faculty of Science, Okayama University Kaken ID publons researchmap
Iwasaki, Katsuya Department of Chemistry, Faculty of Science, Okayama University
Saeki, Kaori Department of Chemistry, Faculty of Science, Okayama University
Hattori, Takafumi Department of Chemistry, Faculty of Science, Okayama University
抄録
1’,2’-Di-O-acetyl-N2-(N,N-dimethylaminomethylene)-3-[2-(4-nitro- phenyl)ethyl]neopterin (11a) and its 1’,2’-di-O-benzoyl analog (11b) were prepared from neopterin in 5 steps, respectively. Glycosylation of 11a with methyl 2,3,4-tri-O-benzoyl-α-D-glucopyranosyluronate bromide (15b) in the presence of silver triflate afforded the corresponding 3’-O-(β-D-gluco- pyranosyl)neopterin derivative (18) in 64% yield. The similar treatment of 11b with 2-azido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-glucopyranosyl bromide (21b) provided the corresponding 3’-O-(α-D-glucopyranosyl)neopterin derivative (23a) in 58% yield. The first syntheses of neopterin glucronide (5) and solfapterin (6) were achieved by successive removal of the protecting groups of 18 and 23a, respectively.
備考
Special Issue
発行日
2016-12-19
出版物タイトル
Heterocycles
95巻
1号
出版者
The Japan Institute of Heterocyclic Chemistry
開始ページ
390
終了ページ
409
ISSN
0385-5414
NCID
AA00663739
資料タイプ
学術雑誌論文
言語
英語
OAI-PMH Set
岡山大学
論文のバージョン
publisher
DOI
Web of Science KeyUT
関連URL
isVersionOf https://doi.org/10.3987/COM-16-S(S)32