YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
総説
フェニルアラニン転移リボ核酸超修飾ヌクレオシドの合成をめぐって
板谷 泰助
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ジャーナル フリー

2003 年 123 巻 5 号 p. 267-283

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This review highlights the first total synthesis of (αS, βS)-β-hydroxywybutosine, the identity of which was established with fluorescent nucleoside isolated from rat liver tRNAPhe. Three general prerequisites for the synthesis of the target are emphasized: construction of new 9-β-D-ribofuranosyl-3-methylpurines; the first syntheses of optically active γ-aryl-α,β-unsaturated amino acids; and a new method for hydrogenolysis of glycols through their cyclic carbonates to give the γ-aryl-β-hydroxy amino acid derivatives. The mechanism for the formation of cyclic carbonates from reactions of glycols with (COCl)2 and highly selective preparation of the cyclic oxalates are also described.

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© 2003 by the PHARMACEUTICAL SOCIETY OF JAPAN
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