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2-位甲(乙)酰基焦脱镁叶绿酸a甲酯的9-位羰基保护及其格氏反应
Protection of the Exocyclic Carbonyl Group of 2-Acyl Pyropheophorbide a Methyl Ester and Their Reactions with Grignard Reagents
【摘要】 以焦脱镁叶绿酸a甲酯为起始原料 ,利用其 2 位乙烯基的加成和氧化反应将乙烯基转化成羟烷基 .为了排除9 位羰基对后期化学反应的影响 ,首先通过乙二醇对其进行保护 ,合成了 9 位羰基保护的焦脱镁叶绿酸的衍生物 ,再利用氧化反应将羟烷基氧化成甲酰和乙酰基 ,进而成功地进行了格氏反应 .所合成的焦脱镁叶绿酸a甲酯的衍生物均经UV ,IR ,1HNMR和元素分析确证
【Abstract】 Methyl pyropheophorbide a was used as starting material for the synthesis of title compounds. After protecting the exocyclic carbonyl group at the 9-position with ethylene glycol in the presence of trimethylsilychloride, the vinyl group of methyl pyropheophorbide a was converted into formyl and acetyl groups by the reaction of addition and oxidations of vinyl group at the 2-position. Grignard reactions of 9-carbonyl-protected methyl pyropheophorbide a derivatives could be, then performed successfully.
【关键词】 焦脱镁叶绿酸a甲酯;
酰基化;
羰基保护;
格氏反应;
合成;
【Key words】 methyl pyropheophorbide a; acylation; protection for carbonyl group; Grignard reaction; synthesis;
【Key words】 methyl pyropheophorbide a; acylation; protection for carbonyl group; Grignard reaction; synthesis;
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2002年08期
- 【分类号】O621.25
- 【被引频次】39
- 【下载频次】299