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 |
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引用本文: | 王进军,赵岩,邬旭然,韩光范,沈荣基.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[J].有机化学,2002,22(8):565-570. |
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作者姓名: | 王进军 赵岩 邬旭然 韩光范 沈荣基 |
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作者单位: | 1. 烟台大学应用化学系,烟台,264005 2. 吉林医学院检验系吉林,132022 |
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摘 要: | 以焦脱镁叶绿酸α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-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α甲 酯的衍生物均经UV,IR,^1H NMR和元素分析确证。
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关 键 词: | 甲酯 P 酰化 羰基 保护 格氏反应 衍生物 肿瘤 发光动力学 紫外分光光度法 红外光谱学 |
修稿时间: | 2001年12月17 |
Protection of the exocyclic carbonyl group of 2-acyl pyropheophorbide a methyl ester and their reactions with grignard reagents |
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Institution: | Department of Applied Chemistry, Yantai University,Yantai(264005); Department of Medical Laboratory, Jilin Medical Institute,Jilin (132022) |
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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. |
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Keywords: | methyl pyropheophorbide a acylation protection for carbonyl group Grignard reaction synthesis |
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