A new synthesis of 5'-deoxy-8,5'-cyclo-adenosine and -inosine: conformationally-fixed purine nucleosides (nucleosides and nucleotides. XVI).

Matsuda, Akira; Muneyama, Kei; Nishida, Takako et al.

Nucleic acids research, 1976, 3(12), 3349-3357

Permalink : https://hdl.handle.net/2115/46973

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URI	https://hdl.handle.net/2115/46973
タイトル	A new synthesis of 5'-deoxy-8,5'-cyclo-adenosine and -inosine: conformationally-fixed purine nucleosides (nucleosides and nucleotides. XVI).
著者	Matsuda, Akira ; Muneyama, Kei ; Nishida, Takako ; Sato, Tatsuo ; Ueda, Tohru
著者名 Matsuda, Akira
著者名 Muneyama, Kei
著者名 Nishida, Takako
著者名 Sato, Tatsuo
著者名 Ueda, Tohru
言語	英語
発行日	1976-12
出版者	Oxford University Press
収録物名	Nucleic acids research
巻(号)	3(12)
ページ	3349-3357
抄録	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.
資源タイプ	学術雑誌論文
出版タイプ	Version of Record
PISSN	0305-1048
関連情報	PMID 1005121
関連情報 (isIdenticalTo)	出版社版DOI https://doi.org/10.1093/nar/3.12.3349