Synthesis of (±)-4-Demtthoxy-7 11-Dideoxydaungmy-Cinone |
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Authors: | V H Deshpande K Ravichandran B Ramamohan Rao |
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Institution: | National Chemical Laboratory , Pune, 411008, India |
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Abstract: | Our continued interest in the total synthesis of natural and unnatural antitumor anthracyclines1 especially the aglycones such as daunomycinone (1)2 and 4-demethoxydaunomycinone (2),3 11-deoxydaunomycinone(3)4 and 4-demethoxy-11-deoxydau-nomycinone (4)5 led us to investigate various methods for obtaining these products. Recently we have reported the synthesis of 4-demethoxy-7, 11-dideoxydaunomycinone (5) from 5-methoxy-1-tetralone. Now we wish to report the synthesis of 5 starting from 5-methoxy-1-tetralone (9) which was prepared from 1,6-dimethoxy-naphthalene(8). Umezawa7 et al. have reported the total synthesis of 4-demethoxy-ll-deoxydaunomycin(6) and 4-demethoxy-11-deoxy-adriamycin (7) from 5-methoxy-2-tetralone. |
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