2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉的改进合成

A Facile Synthesis of 2,7,12,18-Tetramethyl-13,17-di(3-hydroxypropyl) porphyrin

以次氯化血红素为原料,经脱铁、酯化、还原3步反应合成了光敏剂2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉。在次卟啉的合成过程中,用硫酸亚铁-浓盐酸-醋酸酐作脱铁试剂,于95℃反应2h,收率92.2%;在浓硫酸的作用下,次卟啉与甲醇反应30min,合成次卟啉二甲酯,收率90.3%;再利用硼氢化钠-氯化锂-四氢呋喃体系还原次卟啉二甲酯,得到2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉,收率75.2%。产物通过ESI-MSFTIR及1HNMR等方法表征。

The 2,7,12,18-tetramethyl- 13,17 -di （ 3 -hydroxypropyl ） porphyrin was prepared from hemin by a three-step way including demetalation, esterification and reduction. In the synthesis process of deuteroporphyrin,the ferrous sulfate-concentrated hydrochloric acid-acetic anhydride was used as the removal reagent. The deuteroporphyrin was obtained in 92. 2% yield at 95 ~C for 2 h. Then, the esterification of deuteroporphyrins with methanol under concentrated H2SO4 for 30 min provided deuteroporphyrin methyl ester with a yield of 90. 3 %. The ester was reduced to the corresponding alcohols using sodium borohydride-lithium chloride-THF system, which gave the 75.2% yield. The objective product was characterized with ESI-MS, FTIR and 1HNMR.