| ID | 56055 |
| FullText URL | |
| Author |
Hanaya, Tadashi
Department of Chemistry, Faculty of Science, Okayama University
Kaken ID
publons
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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
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| Abstract | 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.
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| Note | Special Issue
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| Published Date | 2016-12-19
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| Publication Title |
Heterocycles
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| Volume | volume95
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| Issue | issue1
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| Publisher | The Japan Institute of Heterocyclic Chemistry
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| Start Page | 390
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| End Page | 409
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| ISSN | 0385-5414
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| NCID | AA00663739
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| Content Type |
Journal Article
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| language |
English
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| OAI-PMH Set |
岡山大学
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| File Version | publisher
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| DOI | |
| Web of Science KeyUT | |
| Related Url | isVersionOf https://doi.org/10.3987/COM-16-S(S)32
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