SYNTHESIS OF EPIRUBICIN FROM 13-DIHYDRODAUNORUBICINE
摘要
A method of preparing an anthracyclin such as epirubicin from a starting material comprising 13-dihydrodaunorubicine (13-daunorubicinol). The method comprises producing N-Trifluoroacetyl-13-daunorubicinol from 13-daunorubicinol by acylation. The N-Trifluoroacetyl-13-daunorubicinol is reacted with an aprotic solvent and an acylating agent to produce an intermediate sulfoxy salt which is treated with a strong base to produce 4'-keto-N-Trifluoroacetyldaunorubicin. The 4'-keto-N-Trifluoroacetyldaunorubicin is reacted with a reducing agent, such as borohydride of an alkaline metal, to produce N-Trifluoroacetyl-4'-epi-daunorubicin. The N-Trifluoroacetyl-4`-epi-daunorubicin is hydrolyzed in a basic solution to produce an intermediate compound. The intermediate compound is reacted with a halogenizing agent to produce a 14-Hal-derivative. The 14-Hal derivative is hydrolized in the presence of a formate of an alkaline metal to produce the desired final compound.
申请公布号
WO2007076345(A3)
申请公布日期
2007.11.15
申请号
WO2006US62286
申请日期
2006.12.19
申请人
SOLUX CORPORATION;ZABUDKIN, ALEXANDER;MATVIENKO, VICTOR;MATVEEV, ALEXEY;ITKIN, ALEKSANDR
发明人
ZABUDKIN, ALEXANDER;MATVIENKO, VICTOR;MATVEEV, ALEXEY;ITKIN, ALEKSANDR