多酯基取代的叶绿素类二氢卟吩衍生物的合成

Synthesis of Multi-ester Substitutied Chlorin Derivatives Related to Chlorophyll-a

以脱镁叶绿酸-a甲酯为起始原料,通过碱性条件下的水解开环、空气氧化和重排反应,分别合成了红紫素-7三甲酯和二氢卟吩-p6三甲酯.然后对其C(3)-乙烯基、20-meso-位、12-位甲基以及尾端酯基进行化学修饰,通过亲电加成、亲电取代、1,3-偶极环加成和氧化重排等反应,完成10种具未见报道的的叶绿素类二氢卟吩衍生物,其化学结构均经UV,IR,1H NMR光谱及元素分析予以表征.

From methyl pheophorbide-a which was used as a starting material,purpurin-7 trimethyl ester and chlorin-p6 trimethyl ester were synthesized by hydrogation-opening ring,allomerization and rearrangement reaction.The synthesis of ten characterized by UV,IR,1H NMR spectra and elemental analysis.unreported chlorin derivatives related to chlorophyll-a was accomplished by electrophilic adduction,electrophilic substitution,1,3-dipolar cycloadduction and oxidation-rearrangement reaction to chemical modifications for C（3）-vinyl group,20-meso-position,methyl group at 12-position and ester moieties at terminal positions.The structures of all new chlorins were characterized by UV, IR,1H NMR spectra and elemental analysis.