methyl (8S)-8-(chloromethyl)-6-[(8S)-8-(chloromethyl)-4-hydroxy-6-[(2-methylpropan-2-yl)oxycarbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbonyl]-4-hydroxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate | 273410-42-7

• 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: methyl (8S)-8-(chloromethyl)-6-[(8S)-8-(chloromethyl)-4-hydroxy-6-[(2-methylpropan-2-yl)oxycarbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbonyl]-4-hydroxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
• CAS: 273410-42-7
• 化学式: C₃₀H₃₀Cl₂N₄O₇
• 分子量: 629.497
• InChiKey: RZNPUKDOOLYYNA-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  148
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (8S)-8-(chloromethyl)-6-[(8S)-8-(chloromethyl)-4-hydroxy-6-[(2-methylpropan-2-yl)oxycarbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbonyl]-4-hydroxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 methyl (1R,12S)-10-[(1R,12S)-10-[(2-methylpropan-2-yl)oxycarbonyl]-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-4-carbonyl]-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-4-carboxylate
  参考文献：
  名称：

  Bifunctional alkylating agents derived from duocarmycin SA: potent antitumor activity with altered sequence selectivity

  摘要：

  The series of four dimers derived from head to tail coupling of the two enantiomers of the duocarmycin SA alkylation subunit are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00042-1
• 作为产物：
  描述：

  (+)-(7bR,8aS)-methyl 2-[(tert-butyloxy)carbonyl]-4-oxo-1,2,4,5,8,8a-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-6-carboxylate 在 盐酸 、 lithium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 生成 methyl (8S)-8-(chloromethyl)-6-[(8S)-8-(chloromethyl)-4-hydroxy-6-[(2-methylpropan-2-yl)oxycarbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbonyl]-4-hydroxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
  参考文献：
  名称：

  Bifunctional alkylating agents derived from duocarmycin SA: potent antitumor activity with altered sequence selectivity

  摘要：

  The series of four dimers derived from head to tail coupling of the two enantiomers of the duocarmycin SA alkylation subunit are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00042-1

文献信息

• Bifunctional alkylating agents derived from duocarmycin SA: potent antitumor activity with altered sequence selectivity
  作者：Dale L. Boger、Mark Searcey、Winston C. Tse、Qing Jin

  DOI：10.1016/s0960-894x(00)00042-1

  日期：2000.3

  The series of four dimers derived from head to tail coupling of the two enantiomers of the duocarmycin SA alkylation subunit are described. (C) 2000 Elsevier Science Ltd. All rights reserved.