Rubitecan, 9-Nitrocamptothecin, 9-NC, RFS-2000, Orathecin, Camptogen

合成路线:9-Amino-20(S)-camptothecin is obtained by nitration of camptothecin (I) with fuming nitric acid in concentrated sulfuric acid yielding the intermediate 9-nitrocamptothecin (II),which is then reduced with H2 over PtO2 in absolute ethanol.

合成路线:This compound can be obtained in two different ways:1) By direct nitration of camptothecin (I) with nitric acid in sulfuric acid.2) By direct nitration of camptothecin (I) with different inorganic nitrates (or mixtures of inorganic nitrates) in sulfuric acid.3) The reaction of 2,6-dinitrobenzaldehyde (II) with ethylene glycol (III) and p-toluenesulfonic acid in refluxing toluene gives the corresponding ethylene ketal (IV),which is reduced with sodium sulfide in refluxing ehanol/water yielding 2-amino-6-nitrobenzaldehyde ethylene ketal (V).The hydrolysis of (V) with aqueous sulfuric acid affords 2-amino-6-nitrobenzaldehyde (VI),which is finally cyclized with the tricyclic ketone (VII) in refluxing acetic acid (the same cyclization can be performed with the ketal (V) and the ketone (VII).

参考文献标题:Plant antitumor agents.23.Synthesis and antileukemic activity of camptothecin analogues
文献作者:Wall,M.E.; Wani,M.C.; Nicholas,A.W.
参考来源:J Med Chem 1986,29(11),2358


合成路线:This compound can be obtained in two different ways:1) By direct nitration of camptothecin (I) with nitric acid in sulfuric acid.2) By direct nitration of camptothecin (I) with different inorganic nitrates (or mixtures of inorganic nitrates) in sulfuric acid.3) The reaction of 2,6-dinitrobenzaldehyde (II) with ethylene glycol (III) and p-toluenesulfonic acid in refluxing toluene gives the corresponding ethylene ketal (IV),which is reduced with sodium sulfide in refluxing ehanol/water yielding 2-amino-6-nitrobenzaldehyde ethylene ketal (V).The hydrolysis of (V) with aqueous sulfuric acid affords 2-amino-6-nitrobenzaldehyde (VI),which is finally cyclized with the tricyclic ketone (VII) in refluxing acetic acid (the same cyclization can be performed with the ketal (V) and the ketone (VII).

参考文献标题:Plant antitumor agents.30.Synthesis and structure activity of novel camptothecin analogs
文献作者:Wall,M.E.; Wani,M.C.; Nicholas,A.W.; Manikumar,G.; Tele,C.; Moore,L.; Truesdale,A.; Leitner,P.; Besterman,J.M.
参考来源:J Med Chem 1993,36(18),2689


合成路线:This compound can be obtained in two different ways:1) By direct nitration of camptothecin (I) with nitric acid in sulfuric acid.2) By direct nitration of camptothecin (I) with different inorganic nitrates (or mixtures of inorganic nitrates) in sulfuric acid.3) The reaction of 2,6-dinitrobenzaldehyde (II) with ethylene glycol (III) and p-toluenesulfonic acid in refluxing toluene gives the corresponding ethylene ketal (IV),which is reduced with sodium sulfide in refluxing ehanol/water yielding 2-amino-6-nitrobenzaldehyde ethylene ketal (V).The hydrolysis of (V) with aqueous sulfuric acid affords 2-amino-6-nitrobenzaldehyde (VI),which is finally cyclized with the tricyclic ketone (VII) in refluxing acetic acid (the same cyclization can be performed with the ketal (V) and the ketone (VII).
参考文献标题:Nitration of campothecin with various inorganic nitrate salts in concentrated sulfuric acid: A new preparation of anticancer drug 9-nitrocamptothecin
文献作者:Cao,Z.S.; et al.
参考来源:Synthesis 1998,(12),1724


产品链接: CAS No. 91421-42-0››