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A new synthesis of 5'-deoxy-8,5'-cyclo-adenosine and -inosine: conformationally-fixed purine nucleosides (nucleosides and nucleotides. XVI).
| Title: | A new synthesis of 5'-deoxy-8,5'-cyclo-adenosine and -inosine: conformationally-fixed purine nucleosides (nucleosides and nucleotides. XVI). |
| Authors: | Matsuda, Akira Browse this author | | Muneyama, Kei Browse this author | | Nishida, Takako Browse this author | | Sato, Tatsuo Browse this author | | Ueda, Tohru Browse this author |
| Issue Date: | Dec-1976 |
| Publisher: | Oxford University Press |
| Journal Title: | Nucleic acids research |
| Volume: | 3 |
| Issue: | 12 |
| Start Page: | 3349 |
| End Page: | 3357 |
| Publisher DOI: | 10.1093/nar/3.12.3349 |
| PMID: | 1005121 |
| Abstract: | A versatile method for the synthesis of 5'-deoxy-8,5'-cycloadenosine, a conformationally-fixed "anti" type of adenosine, was presented. Irradiation of 2', 3'-O-isopropylidene-5'-deoxy-5'-phenylthioadenosine with 60W Hg vapor lamp afforded 2',3'-O-isopropylidene-5'-deoxy-8,5'-cycloadenosine in high yield. The use of other 5'-alkylthio derivatives also gave the cycloadenosine, though the yields were rather poor. Deacetonation of the cyclocompound with 0.1N HCl gave 5'-deoxy-8,5'-cycloadenosine. The cycloinosine derivative was similarly prepared. The nmr, mass and CD spectra of 5'-deoxy-8,5'-cycloadenosine were given and discussed with the previously reported results. |
| Type: | article |
| URI: | http://hdl.handle.net/2115/46973 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 松田 彰
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