Highly efficient synthesis of novel methyl 132-methylene mesopyropheophorbide a and its stereoselective Michael addition reaction

作者：Li, Jiazhu; Liu, Yang; Xu, Xi-Sen; Li, Yan-Long; Zhang, Shan-Guo; Yoon, Il; Shim, Young Key; Wang, Jin-Jun^*; Yin, Jun-Gang

来源：Organic and Biomolecular Chemistry, 2015, 13(7): 1992-1995.

DOI：10.1039/c4ob02491e

• VIVO PHOTOSENSITIZING EFFICACY
• CHLOROPHYLL-A DERIVATIVES
• PYROPHEOPHORBIDE-A
• PHOTOPHYSICAL PROPERTIES
• BACTERIOPHEOPHORBIDES-C
• PYRIDINE SYNTHESIS
• IN-VITRO
• CHLORINS
• PORPHYRINS
• PHEOPHORBIDE

Treatment of methyl mesopyropheophorbide a with formaldehyde under basic conditions gave a novel 13(2)-methylene derivative in 85% yield; under acidic conditions, the corresponding 20-hydroxymethyl derivative was obtained in 65% yield. The high reactivity of the enone structural motif existed in the former product provides a unique way to construct some novel chlorophyll a derivatives for various applications. Stereoselective Michael reaction of this compound is studied and discussed.

• 出版日期2015
• 单位烟台大学