NSC-619003, KRN-8602(diHCl), MX2, R-20X2(as de-morpholino analog)
9-乙基-4,6,9,10,11-五羟基-7-(5-羟基-6-甲基-4-吗啉-4-基四氢吡喃-2-基)氧基-8,10-二氢-7H-并四苯-5,12-二酮Chemical Name: 3'-Deamino-3'-morpholino-13-deoxo-10-hydroxycarminomycin; 3'-Deamino-3'-morpholinooxaunomycin
CAS No. 105026-50-4
项目整合开发状态: Phase II
项目研究机构: Kirin Brewery (Originator)
合成路线:A fermentation broth of RMN-134-13 was filtered,adjusted at pH 3.4 and centrifuged.The liquid was passed through Diajon HP-20 and eluted with acetone-0.01 M HCl-KCl buffer.The luate was combined with the precipitate of the preceding centrifugation to which acetone and 28% aq.ammonia was added.After stirring for 3-4 h at 20 C the solution was adjusted at pH 7.2 with H2SO4,concentrated and extracted with CH3OH-CHCl3.After a cumbersome purification by HPLC,13 deoxo-10-hydroxycarminomycin (oxaunomycin) (I) was obtained.Finally,the preceding compound was treated with diglycol dialdehyde (II) and sodium cyano-borohydride in CHCl3.
📌 参考资料/链接：
参考文献标题:Anthracycline cpds
文献作者:Kawai,H.; Komeshima,N.; Mizobuchi,S.; Nakajima,S.; Odagawa,A.; Otake,N.; Tatsuta,K.(Microbial Chemistry Research Foundation)
参考来源:EP 0188293; JP 1986167696; JP 1987016495; US 4710564
📄 详细内容
合成路线:A fermentation broth of RMN-134-13 was filtered,adjusted at pH 3.4 and centrifuged.The liquid was passed through Diajon HP-20 and eluted with acetone-0.01 M HCl-KCl buffer.The luate was combined with the precipitate of the preceding centrifugation to which acetone and 28% aq.ammonia was added.After stirring for 3-4 h at 20 C the solution was adjusted at pH 7.2 with H2SO4,concentrated and extracted with CH3OH-CHCl3.After a cumbersome purification by HPLC,13 deoxo-10-hydroxycarminomycin (oxaunomycin) (I) was obtained.Finally,the preceding compound was treated with diglycol dialdehyde (II) and sodium cyano-borohydride in CHCl3.
参考文献标题:MX2
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1988,13(10),923
合成路线:A fermentation broth of RMN-134-13 was filtered,adjusted at pH 3.4 and centrifuged.The liquid was passed through Diajon HP-20 and eluted with acetone-0.01 M HCl-KCl buffer.The luate was combined with the precipitate of the preceding centrifugation to which acetone and 28% aq.ammonia was added.After stirring for 3-4 h at 20 C the solution was adjusted at pH 7.2 with H2SO4,concentrated and extracted with CH3OH-CHCl3.After a cumbersome purification by HPLC,13 deoxo-10-hydroxycarminomycin (oxaunomycin) (I) was obtained.Finally,the preceding compound was treated with diglycol dialdehyde (II) and sodium cyano-borohydride in CHCl3.
参考文献标题:New morpholino anthrcyclines: MX,MX2 and MY5
文献作者:Umezawa,H.; Nakajima,S.; Kawai,H.; Komeshima,N.; Yoshimoto,H.; Urata,T.; Odagawa,A.; Otsuki,N.; Tatsuta,K.; Otake,N.; et al.
参考来源:J Antibiot 1987,40(7),1058
产品链接: CAS No. 105026-50-4››