[5-Methoxy-9-oxo-10-(2,2,2-trichloroethoxycarbonylimino)-4-(2,2,2-trichloroethoxycarbonyloxy)anthracen-1-yl] 2,2,2-trichloroethyl carbonate | 134051-07-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [5-Methoxy-9-oxo-10-(2,2,2-trichloroethoxycarbonylimino)-4-(2,2,2-trichloroethoxycarbonyloxy)anthracen-1-yl] 2,2,2-trichloroethyl carbonate
• 英文别名: [5-methoxy-9-oxo-10-(2,2,2-trichloroethoxycarbonylimino)-4-(2,2,2-trichloroethoxycarbonyloxy)anthracen-1-yl] 2,2,2-trichloroethyl carbonate
• CAS: 134051-07-3
• 化学式: C₂₄H₁₄Cl₉NO₁₀
• 分子量: 795.453
• InChiKey: YDHKCFHXLPNZDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [5-Methoxy-9-oxo-10-(2,2,2-trichloroethoxycarbonylimino)-4-(2,2,2-trichloroethoxycarbonyloxy)anthracen-1-yl] 2,2,2-trichloroethyl carbonate 在 potassium dihydrogenphosphate 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 9-Ethynyl-6,7,9,11-tetrahydroxy-5-imino-4-methoxy-7,8,9,10-tetrahydronaphthacene-12-one
  参考文献：
  名称：

  Total synthesis of (±)-5-iminodaunomycinone and (±)-4-demethoxy-5-iminodaunomycinone

  摘要：

  The total synthesis of (+/-)-5-iminodaunomycinone (4a) and (+/-)-4-demethoxy-5-iminodaunomycinone (4b) has been achieved from the readily available 5-methoxy-1,4-dihydroxy-9,10-anthraquinone (5a) and 1,4-dihydroxy-9,10-anthraquinone (5b), respectively. A short and convenient synthesis of (+/-)-daunomycinone (4c) has also been achieved by acid hydrolysis of 4a.

  DOI：

  10.1016/s0040-4039(00)74501-1
• 作为产物：
  描述：

  1,4-dihydroxy-5-methoxy-9,10-anthraquinone-10-imine 、 氯甲酸-2,2,2-三氯乙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以92%的产率得到[5-Methoxy-9-oxo-10-(2,2,2-trichloroethoxycarbonylimino)-4-(2,2,2-trichloroethoxycarbonyloxy)anthracen-1-yl] 2,2,2-trichloroethyl carbonate
  参考文献：
  名称：

  Total synthesis of (±)-5-iminodaunomycinone and (±)-4-demethoxy-5-iminodaunomycinone

  摘要：

  The total synthesis of (+/-)-5-iminodaunomycinone (4a) and (+/-)-4-demethoxy-5-iminodaunomycinone (4b) has been achieved from the readily available 5-methoxy-1,4-dihydroxy-9,10-anthraquinone (5a) and 1,4-dihydroxy-9,10-anthraquinone (5b), respectively. A short and convenient synthesis of (+/-)-daunomycinone (4c) has also been achieved by acid hydrolysis of 4a.

  DOI：

  10.1016/s0040-4039(00)74501-1

文献信息

• Total synthesis of (±)-5-iminodaunomycinone and (±)-4-demethoxy-5-iminodaunomycinone
  作者：Francisco Fariña、Pedro Noheda、M.Carmen Paredes

  DOI：10.1016/s0040-4039(00)74501-1

  日期：1991.2

  The total synthesis of (+/-)-5-iminodaunomycinone (4a) and (+/-)-4-demethoxy-5-iminodaunomycinone (4b) has been achieved from the readily available 5-methoxy-1,4-dihydroxy-9,10-anthraquinone (5a) and 1,4-dihydroxy-9,10-anthraquinone (5b), respectively. A short and convenient synthesis of (+/-)-daunomycinone (4c) has also been achieved by acid hydrolysis of 4a.