(R)-Roscovitine, CYC-202
Chemical Name: 6-(Benzylamino)-2-[1(R)-(hydroxymethyl)propylamino]-9-isopropylpurine
项目整合开发状态: Phase II
项目研究机构: CNRS (Originator), Institute of Cancer Research (Originator), Cyclacel (Licensee)
合成路线:Condensation of 2,6-dichloropurine (I) with benzylamine (II) in boiling butanol afforded 6-(benzylamino)-2-chloropurine (III),which was subsequently alkylated at the 9-N with isopropyl bromide (IV),yielding purine (V).The 2-chloro group was finally displaced with (R)-2-amino-1-butanol (VI) in a sealed tube at 160 C to provide the title compound.
📌 参考资料/链接：
参考文献标题:Novel purine derivs.having,in particular,antiproliferative properties,and biological uses thereof
文献作者:Meijer,L.; Bisagni,E.; Legraverend,M.(CNRS (Centre National de la Recherche Scientifique))
参考来源:EP 0874847; FR 2741881; JP 2000501408; US 2002049218; US 6316456; WO 9720842
📄 详细内容
合成路线:Condensation of 2,6-dichloropurine (I) with benzylamine (II) in boiling butanol afforded 6-(benzylamino)-2-chloropurine (III),which was subsequently alkylated at the 9-N with isopropyl bromide (IV),yielding purine (V).The 2-chloro group was finally displaced with (R)-2-amino-1-butanol (VI) in a sealed tube at 160 C to provide the title compound.
参考文献标题:Cytokinin-derived cyclin-dependent kinase inhibitors: Synthesis and cdc2 inhibitory activity of olomoucine and related compounds
文献作者:Havl韈ek,L.; Hanus,J.; Vesely,J.; Leclerc,S.; Meijer,L.; Shaw,G.; Strnad,M.
参考来源:J Med Chem 1997,40(4),408
合成路线:Condensation of 2,6-dichloropurine (I) with benzylamine (II) in boiling butanol afforded 6-(benzylamino)-2-chloropurine (III),which was subsequently alkylated at the 9-N with isopropyl bromide (IV),yielding purine (V).The 2-chloro group was finally displaced with (R)-2-amino-1-butanol (VI) in a sealed tube at 160 C to provide the title compound.
参考文献标题:Synthesis and configuration of the cyclin-dependent kinase inhibitor roscovitine and its enantiomer
文献作者:Wang,S.; et al.
参考来源:Tetrahedron Asymmetry 2001,12(20),2891