Synthesis of 7-O-[2,6-dideoxy-2-fluoro-4-O-(3-fluorotetrahydropyran-2-yl)- alpha-L-talopyranosyl]daunomycinone.
7-O-[2,6-Dideoxy-2-fluoro-4-O-(3-fluorotetrahydropyran-2-yl)-alpha -L- talopyranosyl]daunomycinones (7a-7c) have been prepared by condensation of 3'-O-benzoyl derivative of 7-O-(2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl)daunomycinone with 2,3-difluorotetrahydropyran as the key reaction. Antitumor activities of these compounds are described.
Takagi
Y
Y
Institute of Bioorganic Chemistry, Kawasaki, Japan.
Sohtome
H
H
Tsuchiya
T
T
Umezawa
S
S
Takeuchi
T
T
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D003630:Daunorubicin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006027:Glycosides / Q000138:chemical synthesis
D000903:Antibiotics, Antineoplastic; D006027:Glycosides; C074364:7-O-(2,6-dideoxy-2-fluoro-4-O-(3-fluorotetrahydropyran-2-yl)talopyranosyl)daunomycinone; D003630:Daunorubicin