Coupling of daunomycinone (III) with 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl bromide (II), which was obtained from 1,3,4-tri-O-acetyl-derivative (I), was performed by a Koenings-Knorr type of reaction to obtain the daunomycin derivative (IV). Deprotection of (IV) with sodium hydroxide in water gave corresponding derivative (V), which was subsequently treated with bromine in dichloromethane and acetone to afford the bromo derivative (VI). Condensation of (VI) with N-Boc-beta-alanine sodium salt (VII) in acetone/water gave the protected beta-alaninate derivative (VIII), which was finally treated with hydrochloride in ether to obtain DA-125.

Coupling of daunomycinone (III) with 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl bromide (II), which was obtained from 1,3,4-tri-O-acetyl-derivative (I), was performed by a Koenings-Knorr type of reaction to obtain the daunomycin derivative (IV). Deprotection of (IV) with sodium hydroxide in water gave corresponding derivative (V), which was subsequently treated with bromine in dichloromethane and acetone to afford the bromo derivative (VI). Condensation of (VI) with N-Boc-beta-alanine sodium salt (VII) in acetone/water gave the protected beta-alaninate derivative (VIII), which was finally treated with hydrochloride in ether to obtain DA-125.

Coupling of daunomycinone (III) with 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl bromide (II), which was obtained from 1,3,4-tri-O-acetyl-derivative (I), was performed by a Koenings-Knorr type of reaction to obtain the daunomycin derivative (IV). Deprotection of (IV) with sodium hydroxide in water gave corresponding derivative (V), which was subsequently treated with bromine in dichloromethane and acetone to afford the bromo derivative (VI). Condensation of (VI) with N-Boc-beta-alanine sodium salt (VII) in acetone/water gave the protected beta-alaninate derivative (VIII), which was finally treated with hydrochloride in ether to obtain DA-125.