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13-Deoxydoxorubicin hydrochloride, 13-deoxyadriamycin hydrochloride, GPX-100

Chemical Name: (8R,10S)-10-(3-Amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyloxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyethyl)-1-methoxynaphthacene-5,12-dione hydrochloride; (8R,10S)-10-(3-Amino-2,3,6-trideoxy-alpha-L-galactopyranosyloxy)-6,8,11-trihydroxy-8-(2-hydroxyethyl)-1-methoxy-5,7,8,9,10,12-hexahydro-5,12-naphthacenedione hydrochloride
CAS No. 65360-29-4
项目整合开发状态: Phase II
项目研究机构: Gem Pharmaceuticals (Originator), Access Pharmaceuticals (Licensee)
合成路线:Adriamycin hydrochloride (I) was converted to the tosylhydrazone (II) upon treatment with p-toluenesulfonylhydrazide in methanol.Subsequent reduction of the hydrazone functionality of (II) by means of sodium cyanoborohydride in the presence of p-toluenesulfonic acid furnished the title deoxygenated Adriamycin.
📌 参考资料/链接:
参考文献标题:13-Deoxyanthracycline derivs.and processes for preparing them
文献作者:Olson,R.D.; Zhang,X.; Walsh,G.M.(Gem Pharmaceuticals,Inc.)
参考来源:EP 1011687; JP 2001515040; WO 9908687

📄 详细内容


合成路线:Adriamycin hydrochloride (I) was converted to the tosylhydrazone (II) upon treatment with p-toluenesulfonylhydrazide in methanol.Subsequent reduction of the hydrazone functionality of (II) by means of sodium cyanoborohydride in the presence of p-toluenesulfonic acid furnished the title deoxygenated Adriamycin.
参考文献标题:Adriamycin analogues.2.Synthesis of 13-deoxyanthracyclines
文献作者:Smith,T.H.; Fujiwara,A.N.; Henry,D.W.
参考来源:J Med Chem 1978,21(3),280


产品链接: CAS No. 65360-29-4››