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,C12H9Br2NO3,375.0184,1-[(benzyloxy)methyl]-3,4-dibromo-1H-p

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摘 要:,C12H9Br2NO3,375.0184,1-[(benzyloxy)methyl]-3,4-dibromo-1H-pyrrole-2,5-dione
  • 【化学名】1-[(benzyloxy)methyl]-3,4-dibromo-1H-pyrrole-2,5-dione
  • 【CAS登记号】
  • 【结构式】,C12H9Br2NO3,375.0184,1-[(benzyloxy)methyl]-3,4-dibromo-1H-p--药物合成数据库
  • 【分子式】C12H9Br2NO3
  • 【分子量】375.0184
  • 【来源】
  • 【合成情况】 
  • 〖目标产物〗ALS-007
  • 〖合成路线〗
  • 〖合成方法〗Condensation of the magnesium iodide salt of 5-(benzyloxy)indole (I) with N-(benzyloxymethyl)-3,4-dibromomaleimide (II) provided the monoindolyl maleimide (III). Coupling of (III) with the benzyl-protected glucose (IV) via Mitsunobu reaction afforded the glycosylated indole (V). A second indolyl group was then introduced in (V) to give the bisindolylmaleimide (VI), which was oxidatively cyclized to the indolocarbazole (VII) using palladium bis(trifluoroacetate). Finally, hydrogenolysis of the benzyl protecting groups of (VII) over Pd/C furnished the title compound.
  • 〖参考〗Lineswala, J.P.; Kuffel, M.J.; Zhang, H.; Aytes, S.A.; Zembower, D.E.; Ames, M.M.; Indolocarbazole poisons of human topoisomerase I: Regioisomeric analogues of ED-110. Bioorg Med Chem Lett 1999, 9, 2, 145
 
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