Synthesis of 3-Guaninyl- and 3-Adeninyl-5-hydroxymethyl-2-pyrrolidinone Nucleosides

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• 作者：Abdullah Saleh ; John G. D鈥橝ngelo ; Martha D. Morton ; Jesse Quinn ; Kendra Redden ; Rafal W. Mielguz ; Christopher Pavlik ; Michael B. Smith
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：July 15, 2011
• 年：2011
• 卷：76
• 期：14
• 页码：5574-5583
• 全文大小：998K
• 年卷期：v.76,no.14(July 15, 2011)
• ISSN：1520-6904

文摘

l- And d-glutamic acids, as well as trans-4-hydroxy-l-proline, are converted to the corresponding 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analog. The protecting group used to block the lactam nitrogen in key intermediates has a significant effect on the diastereoselectivity of the coupling reaction with adenine or guanine.