Method for producing camptothecin derivatives
View Patent ↗The invention offers a method of hydrogenating camptothecin in inert solvent in the presence of nickel catalyst, whereby selective hydrogenation of camptothecin can be very efficiently accomplished using the low-cost catalyst.
1. A method comprising reduction of a compound represented by the following formula (I) to produce the corresponding 1,2,6,7-tetrahydro compound represented by the following formula (II), comprising a step of contacting a compound of the formula (I) with hydrogen in an inert solvent, in the presence of a nickel catalyst as a hydrogenation catalyst:
in the formulae, R stands for an atom or an atomic group selected from the group consisting of hydrogen atom and C 1 -C 6 alkyl groups.
2. A production method according to claim 1 , in which R is hydrogen atom.
3. A production method according to claim 1 , which is characterized in that the nickel catalyst is at least one member selected from the group consisting of metal nickel, reduced nickel, stabilized nickel, nickel-diatomaceous earth, Raney nickel, modified Raney nickel, nickel formate, Urushibara nickel, nickel borate, nickel oxide, nickel complex, nickel-copper-diatomaceous earth, nickel-zirconia-diatomaceous earth, nickel-alumina, nickel-silica-alumina, nickel-cobalt, nickel-copper-cobalt, nickel-iron, nickel-iron-cobalt, nickel-iron-phosphorus, nickel oxide-silica, nickel oxide-magnesium oxide-alumina and nickel oxide-molybdenum trioxide-alumina.
4. A production method according to claim 1 , which is characterized in that the nickel catalyst is Raney nickel, modified Raney nickel, or stabilized nickel.
5. A production method according to claim 1 , which is characterized in that the nickel catalyst is stabilized nickel.
6. A production method according to claim 2 , which is characterized in that the nickel catalyst is at least one member selected from the group consisting of metal nickel, reduced nickel, stabilized nickel, nickel-diatomaceous earth, Raney nickel, modified Raney nickel, nickel formate, Urushibara nickel, nickel borate, nickel oxide, nickel complex, nickel-copper-diatomaceous earth, nickel- zirconia-diatomaceous earth, nickel-alumina, nickel-silica-alumina, nickel-cobalt, nickel-copper-cobalt, nickel-iron, nickel-iron-cobalt, nickel-iron-phosphorus, nickel oxide-silica, nickel oxide-magnesium oxide-alumina and nickel oxide-molybdenum trioxide-alumina.
7. A production method according to claim 2 , which is characterized in that the nickel catalyst is Raney nickel, modified Raney nickel, or stabilized nickel.
8. A production method according to claim 2 , which is characterized in that the nickel catalyst is stabilized nickel.