PURPOSE: To obtain an adriamycinone derivative useful as a raw material for adriamycins having improved carcinostatic actions by one stage in high purity in high yield, by treating a specific 14-halo derivative with an alkali by the use of an aqueous solvent of an aprotic amide.
CONSTITUTION: A 14-halo derivative shown by the formula I (R1 is H, lower alkoxy, or OH; R2 is H, or OH; X is Cl, Br, or I) such as 14-bromo-4-demethoxydaunomycinone that is easily obtained by halogenating a daunomycinone is treated with an alkali such as NaOH, NaHCO3, etc. in an aqueous solvent of an aprotic amide at 0°CW room temperature, to give the aimed compound shown by the formula II such as (+)-4-demethoxyadriamycinone, etc. Dimethylformamide, dimethylactamide, N-methylpyrrolidone, N-methylpiperidone, hexamethylphosphorotriamide, etc. may be cited as the aprotic amide.
KIMURA YOSHIICHI
SUZUKI MICHIYO
ABE RUMIKO
MATSUMOTO MITSUYO
