新产品编号:55879
多柔比星-薮酮-镌酰-马雷酰亚胺Chemical Name: N'-[1-[4(S)-(3-Amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyloxy)-2(S),5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydronaphthacen-2-yl]-2-hydroxyethylidene]-6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanohydrazide hydrochloride
CAS No. 151038-96-9 (free base)
项目整合开发状态: Preclinical
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:6-Aminocaproic acid (I) is condensed with maleic anhydride (II) in refluxing AcOH to provide maleimidocaproic acid (III).After activation of acid (III) as the corresponding mixed anhydride with isobutyl chloroformate,coupling with tert-butyl carbazate (IV) affords the N-Boc hydrazide (V).Subsequent acidic cleavage of the Boc group of (V) furnishes hydrazide (VI).Finally,hydrazide (VI) is condensed with doxorubicin (VII) to produce the title hydrazone conjugate.
📌 参考资料/链接：
参考文献标题:Thioether conjugates
文献作者:Willner,D.; Trail,P.A.; King,D.H.; Hofstead,S.J.; Greenfield,R.S.; Braslawsky,G.R.(Bristol-Myers Squibb Co.)
参考来源:EP 0554708; JP 1994025012; US 5622929
📄 详细内容
合成路线:6-Aminocaproic acid (I) is condensed with maleic anhydride (II) in refluxing AcOH to provide maleimidocaproic acid (III).After activation of acid (III) as the corresponding mixed anhydride with isobutyl chloroformate,coupling with tert-butyl carbazate (IV) affords the N-Boc hydrazide (V).Subsequent acidic cleavage of the Boc group of (V) furnishes hydrazide (VI).Finally,hydrazide (VI) is condensed with doxorubicin (VII) to produce the title hydrazone conjugate.
参考文献标题:(6-Maleimidocaproyl)hydrazone of doxorubicin - A new derivative for the preparation of immunoconjugates of doxorubicin
文献作者:Willner,D.; Trail,P.A.; Hofstead,S.J.; King,H.D.; Lasch,S.J.; Braslawsky,G.R.; Greenfield,R.S.; Kaneko,T.; Firestone,R.A.
参考来源:Bioconjugate Chem 1993,4(6),521
产品链接: CAS No. 151038-96-9››