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E/Z-焦脱镁叶绿酸-a 甲酯131-酮肟的合成及其烷(酰)基化反应
引用本文:王进军,纪建业,韩光范,沈荣基,森章,初井敏一.E/Z-焦脱镁叶绿酸-a 甲酯131-酮肟的合成及其烷(酰)基化反应[J].有机化学,2004,24(1):53-58.
作者姓名:王进军  纪建业  韩光范  沈荣基  森章  初井敏一
作者单位:1. 烟台大学应用化学系,烟台,264005
2. 通化师范学院化学系,通化,134002
3. 华东船舶工业学院材料科学工程系,镇江,212003
4. 韩国化学研究所,韩国
5. 九州大学机能物质研究所,日本
摘    要:以焦脱镁叶绿酸-a 甲酯(MPP-a)为起始原料,通过E环羰基与盐酸羟胺反应,生成Z/E顺反结构的焦脱镁叶绿酸-a 甲酯酮肟异构体,分离后与酰卤和卤代烷反应,分别生成Z或者E型O-烷酰基酮肟和O-烷基酮肟.所合成新的二氢卟吩衍生物均经UV, IR, 1H NMR, 13C NMR及元素分析证实其结构.

关 键 词:焦脱镁叶绿酸-a  甲酯  E/Z-焦脱镁叶绿酸-a  甲酯E环酮肟  烷基化  酰基化  光动力疗法
修稿时间:2003年4月18日

Synthesis of E/Z-131-Ketoxime Isomers of Methyl Pyropheophorbide-a and Their Alkylation and Acylation
WANG,Jin-Jun,a JI,Jian-Ye b HAN,Guang-Fan c SHIM Young Key d Mori Akiro e Hatsui Toshihide e.Synthesis of E/Z-131-Ketoxime Isomers of Methyl Pyropheophorbide-a and Their Alkylation and Acylation[J].Chinese Journal of Organic Chemistry,2004,24(1):53-58.
Authors:WANG  Jin-Jun  a JI  Jian-Ye b HAN  Guang-Fan c SHIM Young Key d Mori Akiro e Hatsui Toshihide e
Abstract:Methyl pyropheophorbide-a (MPP-a) was used as starting material for the synthesis of new chlorin compounds. The Z/E-ketoxime isomers of methyl pyropheophorbide-a were obtained by reaction of carbonyl group at 13 1-position with hydroxylamine. The alkylation and acylation of E/Z-ketoximes were carried out by the reaction with alkyl halide and acyl halide to give Z- or E-O-aralkyl ketoxime and O-aroyl (acetyl) ketoxime, respectively. The structures of all these compounds were characterized by elemental analysis, UV, IR, 13C NMR and 1H NMR spectra.
Keywords:methyl pyropheophorbide-a  E/Z-13  1-ketoxime of methyl pyropheophorbide-a  alkylation  acylation    photodynamic therapy
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