ethyl 4-(t-butyldimethyl)silyloxy-N-(t-butyloxycarbonyl)-8-chloromethyl-2-methyl-7,8-dihydro-6H-furo[3,2-e]indole-1-carboxylate | 342416-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 4-(t-butyldimethyl)silyloxy-N-(t-butyloxycarbonyl)-8-chloromethyl-2-methyl-7,8-dihydro-6H-furo[3,2-e]indole-1-carboxylate
• 英文别名: 6-O-tert-butyl 1-O-ethyl 4-[tert-butyl(dimethyl)silyl]oxy-8-(chloromethyl)-2-methyl-7,8-dihydrofuro[3,2-e]indole-1,6-dicarboxylate
• CAS: 342416-63-1
• 化学式: C₂₆H₃₈ClNO₆Si
• 分子量: 524.129
• InChiKey: AUOGMBSUHCJSKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  78.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-(t-butyldimethyl)silyloxy-N-(t-butyloxycarbonyl)-8-chloromethyl-2-methyl-7,8-dihydro-6H-furo[3,2-e]indole-1-carboxylate 在 四丁基氟化铵 作用下， 以 氯仿 为溶剂， 反应 0.08h， 以100%的产率得到ethyl N-(t-butyloxycarbonyl)-2-methyl-8-oxo-4a,5,6,8-tetrahydro-4H-cyclopropa[c]furo[3,2-e]indole-3-carboxylate
  参考文献：
  名称：

  Photochemistry of Tosylstilbenoids in the Preparation of Complex Heterocyclic Compounds. Synthesis of a Cyclopropafuroindolone Analogue of the DNA-Alkylating Section of the Antitumor Compound CC-1065

  摘要：

  [GRAPHICS]A novel photocyclization of tosylstilbenoids is used in the preparation of a cyclopropafuroindolone analogue of the DNA-alkylating unit of the antitumor compound CC-1065.

  DOI：

  10.1021/ol015717l
• 作为产物：
  描述：

  ethyl N-(t-butyloxycarbonyl)-4-hydroxy-8-methoxycarbonyl-2-methyl-7,8-dihydro-6H-furo[3,2-e]indole-1-carboxylate 在 咪唑 、 四氯化碳 、 lithium aluminium tetrahydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.33h， 生成 ethyl 4-(t-butyldimethyl)silyloxy-N-(t-butyloxycarbonyl)-8-chloromethyl-2-methyl-7,8-dihydro-6H-furo[3,2-e]indole-1-carboxylate
  参考文献：
  名称：

  Photochemistry of Tosylstilbenoids in the Preparation of Complex Heterocyclic Compounds. Synthesis of a Cyclopropafuroindolone Analogue of the DNA-Alkylating Section of the Antitumor Compound CC-1065

  摘要：

  [GRAPHICS]A novel photocyclization of tosylstilbenoids is used in the preparation of a cyclopropafuroindolone analogue of the DNA-alkylating unit of the antitumor compound CC-1065.

  DOI：

  10.1021/ol015717l

文献信息

• Photochemistry of Tosylstilbenoids in the Preparation of Complex Heterocyclic Compounds. Synthesis of a Cyclopropafuroindolone Analogue of the DNA-Alkylating Section of the Antitumor Compound CC-1065
  作者：Juan Enjo、Luis Castedo、Gabriel Tojo

  DOI：10.1021/ol015717l

  日期：2001.5.1

  [GRAPHICS]A novel photocyclization of tosylstilbenoids is used in the preparation of a cyclopropafuroindolone analogue of the DNA-alkylating unit of the antitumor compound CC-1065.