کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5269497 1385390 2014 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
C132-Methylation of methyl pheophorbide a and stereoselective preparation of methyl (132R)-methylpyropheophorbide a
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
C132-Methylation of methyl pheophorbide a and stereoselective preparation of methyl (132R)-methylpyropheophorbide a
چکیده انگلیسی

The (132R)-methoxycarbonyl group of methyl pheophorbide a, one of the chlorophyll-a derivatives, was converted to a methyl group through methylation at the C132 position followed by removal of the methoxycarbonyl group. The methylation of the C132 carboanion gave a 4:1 mixture of methyl 132-methyl-pheophorbide a and its 132-epimer. The successive pyrolysis of the major methylated product afforded methyl (132R)-methyl-pyropheophorbide a with a small amount of its (132S)-epimer. The substitution effects at the C132 position including stereochemistry were discussed on the basis of 1D/2D NMR, UV-vis absorption, and circular dichroism spectroscopic analyses as well as molecular modeling simulation.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 55, Issue 26, 25 June 2014, Pages 3618-3621
نویسندگان
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