应用化学2011，Vol.28Issue(6)：657-661,5.DOI:10.3724/SP.J.1095.2011.00459
3,8-双乙酰基次卟啉二甲酯的合成
Synthesis of 3,8-Bisacetyl Deuteroporphyrin Dimethyl Ester
摘要
Abstract
3,8-Bis-( 1-hydroxyethyl) deuteroporphyrin dimethyl ester( Ⅲ ) was prepared from hemin(Ⅰ) by the ways of HBr-H3CCOOH addition reaction, 0H~ nucleophilic substitution reaction and anhydrous hydrogen chloride catalyzed esterification. It was then oxidized by Jones reagent to form 3 ,8-bisacetyl deuteroporphyrin dimethyl ester( Ⅳ) . The effects of reaction temperature and reaction time on the yield of 3 ,8-bis-( 1-hydroxyethyl ) deuteroporphyrin dimethyl ester ( Ⅱ) were studied. The conditions of esterification reaction were modified. A cheaper and selective oxidant was used in the synthesization of 3,8-bisacetyl deuteroporphyrin dimethyl ester ( Ⅳ ) . The results showed that the yield of hematoporphyrin ( Ⅱ ) reaches to the highest of 98. 5％ when the temperature is 35 ℃ and the reaction time is 25 h. The yield of hematoporphyrin dimethyl ester is 72. 1％ when the catalyst is anhydrous hydrogen chloride. The cost of 3 ,8-bisacetyl deuteroporphyrin dimethyl ester (Ⅳ ) was decreased greatly when the oxidant is Jones reagent. The target products were characterized with 1H NMR, IR and MS.关键词
血红素/血卟啉/卟啉衍生物/合成Key words
hemin, hematoporphyrin, porphyrin derivatives, synthesis分类
化学化工引用本文复制引用
徐士超,胡炳成,崔巧利,周维友,罗海滔,刘祖亮..3,8-双乙酰基次卟啉二甲酯的合成[J].应用化学,2011,28(6):657-661,5.基金项目
江苏省自然科学基金(BK2009386)、南京理工大学科技发展基金(2010GJPY043)资助项目 （BK2009386）
