ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
[32-14C]Chlorophyll a (10b) was synthesized from pheophorbide a methyl ester (5a) in a seven-step partial synthesis. The key intermediate pheophorbide d methyl ester (6) was obtained by ozonolysis of the vinyl group of 5a in 91% yield. Selective reduction of the CHO group of 6 gave the corresponding alcohol 7, and conversion of the latter to the phosphonium bromide 8 yielded after Wittig reaction with [14C]paraformaldehyde, [32-14C]pheophorbide a methyl ester (5b). The final transformation to the title compound was achieved by acid hydrolysis of 5b, esterification with natural phytol to [32-14C]pheophytin a (9b), and eventual insertion of a Mg2+ ion.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19940770417
