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Nucleosides: XI. Synthesis and Antiviral Evaluation of 5'-Alkylthio-5'-deoxy Quinazolinone Nucleoside Derivatives as S-Adenosyl-L-homocysteine Analogs
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- Chien Tun-Cheng
- School of Pharmacy, College of Medicine, National Taiwan University No. 1, Section 1
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- Chen Chien-Shu
- School of Pharmacy, College of Medicine, National Taiwan University No. 1, Section 1
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- Yu Fang-Hwa
- School of Pharmacy, College of Medicine, National Taiwan University No. 1, Section 1
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- Chern Ji-Wang
- School of Pharmacy, College of Medicine, National Taiwan University No. 1, Section 1
Bibliographic Information
- Other Title
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- Nucleosides (6) Synthesis and Antiviral Evaluation of 5'-Alkylthio-5'-deoxy Quinazolinone Nucleoside Derivatives as S-Adenosyl-L-homocysteine Analogs
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Description
4-Amino-1-(β-D-ribofuranosyl)quinazolin-2-one (3) was prepared by a direct glycosylation of 4-aminoquinazolin-2-one (7) using the Vorbruggen's silylation method and provided exclusively the β-anomer. This quinazoline nucleoside and its 2′,3′-O-isopropylidene derivative (9) did not undergo the coupling reaction with dialkyl disulfides in the presence of tri-n-butylphosphine unless their 4-amino groups were protected by N,N-dimethylaminomethylidene. This approach provides a viable alternative synthetic route to 5′-alkylthio-5′-deoxy nucleosides.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 52 (12), 1422-1426, 2004
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282679147492864
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- NII Article ID
- 110003665467
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 7173181
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- PubMed
- 15577237
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- Text Lang
- en
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- Article Type
- journal article
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- Data Source
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- JaLC
- NDL Search
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed