NSC-378901, IDX, I-DOX, FCE-21954, Iodo-Dox
(8S,10S)-10-(2R,4S,5S,6S)-4-氨基四氢-5-碘-6-甲基-2H-吡喃-2-基氧基-7,8,9,10-四氢-6,8,11-三羟基-8-(羟基乙酰基)-1-甲氧基-5,12-并四苯醌Chemical Name: 4'-Deoxy-4'-iododoxorubicin
CAS No. 83997-75-5
项目整合开发状态: Phase II
项目研究机构: Pfizer (Originator)
合成路线:The reaction of 4'-epi-N-trifluoroacetyldaunorubicin (I) with trifluoro methanesulfonic anhydride gives the corresponding 4'-O-triflate (II),which is converted to 4'-deoxy-4'-iodo-N-trifluoroacetyldaunorubicin (III).The hydrolysis of (III) with NaOH affords 4'-deoxy-4'-iododaunorubicin (IV),which is finally brominated with Br2 and hydrolyzed with aqueous sodium formate.
📌 参考资料/链接：
参考文献标题:4'-Iododerivatives of anthracycline glycosides
文献作者:Suarato,A.; Penco,S.; Casazza,A.M.; Arcamone,F.(Pharmacia Corp.)
参考来源:BE 0892943; DE 3214559; FR 2525225; GB 2118540; JP 58183698; US 4438105
📄 详细内容
合成路线:The reaction of 4'-epi-N-trifluoroacetyldaunorubicin (I) with trifluoro methanesulfonic anhydride gives the corresponding 4'-O-triflate (II),which is converted to 4'-deoxy-4'-iodo-N-trifluoroacetyldaunorubicin (III).The hydrolysis of (III) with NaOH affords 4'-deoxy-4'-iododaunorubicin (IV),which is finally brominated with Br2 and hydrolyzed with aqueous sodium formate.
参考文献标题:Process for the preparation of 4'-deoxy-daunorubicin and 4'-deoxy-doxorubicin
文献作者:Suarato,A.; Penco,S.; Arcamone,F.(Pharmacia Corp.)
参考来源:EP 0048967; IT 1211116; US 4345070
合成路线:The reaction of 4'-epi-N-trifluoroacetyldaunorubicin (I) with trifluoro methanesulfonic anhydride gives the corresponding 4'-O-triflate (II),which is converted to 4'-deoxy-4'-iodo-N-trifluoroacetyldaunorubicin (III).The hydrolysis of (III) with NaOH affords 4'-deoxy-4'-iododaunorubicin (IV),which is finally brominated with Br2 and hydrolyzed with aqueous sodium formate.
参考文献标题:FCE-21954
文献作者:Castar,R.M.; Serradell,M.N.; Nadhestani,A.N.; Castar,J.
参考来源:Drugs Fut 1987,12(9),849
产品链接: CAS No. 83997-75-5››