| 摘要 |
<p>- A new process for the preparation of 6-deoxyanthracyclinones of general formula I: I wherein R represents a hydrogen atom, a hydroxy group or a lower alkoxy group is described. The process provides a total synthesis of the 6-deoxyanthracyclinores of formula I using a 1,2,3,6-tetrahydro-phthalate as starting material; The obtained racemic mixture of the compounds of formula I, if desired, can be submitted to optical resolution by the conventional method of conversion to diastereomeric derivatives using a chiral resolving agent. Alternatively, the racemic mixture can be used as such for the condensation with a suitably protected halosugar derivative to obtain alpha glycosidic derivatives of formula XV: XV wherein R1 represents a hydrogen atom or a hydroxy group, one of R2 and R3 represents a hydrogen atom, the other of R2 and R3 represents a hydrogen atom or a hydroxy group and X is a hydrogen atom or a trifluoro acetyl group. The N-trifluoroacetyl 75:9S and 7R:9R deri vatives of the ?-glycosides of formula XV can be separa ted by chromatography on silica gel to obtain, after mild alkaline hydrolisis the wanted 75:9S ? -glycosides (R1=H) as free bases and can eventually be transformed into their corresponding doxorubicin derivatives (R1=OH) by known procedures. These .alpha.-glycoside derivatives have anti-tumour properties.</p> |
