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Synthesis Of N-substitute Imide Chlorin Derivates

Posted on:2011-11-26Degree:MasterType:Thesis
Country:ChinaCandidate:W T ZhangFull Text:PDF
GTID:2121360308457185Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Starting from the silkworm, pheophorbide-a methyl ester was synthesized through transesterification and demetallation. Mp-a was converted into purpurin-18 methyl ester through air-oxidation. Reaction of purpurin-18 methyl ester and hydroxylamine to produce N- hydroxy purpurin-18 imide, and under the influence of diazomethane generation of N-methoxy-purpurin-18 imide. Ni(ACO)2/CH3OH was used to prepare Ni(Ⅱ) N-methoxy-purpurin-18 imide and then reacted with DMF/POCl3 and 3-DMA/POCl3 respectively not only obtained 3-formylvinyl andδ-formyl substituted derivative, Ni(Ⅱ) 3-(1-hydroxyethyl)-3-devinyl N-methoxyl purpurin-18 imide methyl ester and dimmer 1, 1-dimethyl -Ni(Ⅱ) 3-methyl-3-devinyl N-methoxyl purpurin-18 imide methyl ester ether were also got. For the expansion of synthetic photosensitizer, Vilsmeier reaction products Ni(Ⅱ) 3-(2-formylvinyl) N-methoxyl purpurin-18 imide methyl ester as material was chosen for the following Wittig and reduction reaction. The new compounds demonstrated a considerable bathochromic shift of the major absorption band in the red region of the optical spectrum. The structures of all new compounds were characterized by elemental analysis, UV, IR, MS and 1H NMR spectra.
Keywords/Search Tags:Photodynamic Therapy, Imide, Vilsmeier reaction, formyl
PDF Full Text Request
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