ET-736

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: ET-736
• 英文别名: ecteinascidin 736；[(1R,2R,3R,11S,12S,14R,26R)-5,12-dihydroxy-6-methoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-22-yl] acetate
• 化学式: C₄₀H₄₂N₄O₉S
• 分子量: 754.861
• InChiKey: UFODTPKSZSKMKO-HPTGFVDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  54
• 可旋转键数：
  3
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  180
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  [(1R,2R,3R,11S,12R,14R,26R)-12-cyano-5-hydroxy-6-methoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-22-yl] acetate 在 silver nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 以92%的产率得到ET-736
  参考文献：
  名称：

  Synthesis of Natural Ecteinascidins (ET-729, ET-745, ET-759B, ET-736, ET-637, ET-594) from Cyanosafracin B

  摘要：

  The semisynthetic process initially described for the synthesis of 1 (ET-743) has been extended to the preparation of other natural ecteinascidins. For the synthesis of 2 (ET-729) a demethylation of a N-Me intermediate was carried out by a selective oxidation with MCPBA. Other natural ecteinascidins (ET-745, ET-759B, ET-736, ET-637, ET-594) were accessible from key intermediate 25. The described methodologies allow for the preparation of a wide variety of ecteinascidins by procedures that can be easily scaled up.

  DOI：

  10.1021/jo034547i

文献信息

• Antitumoral Compounds
  申请人：PHARMA MAR, S.A.

  公开号：US20220242883A1

  公开（公告）日：2022-08-04

  A compound of general formula I and pharmaceutical compositions, kits, methods of making, and methods for treating cancer using the same.
• Synthesis of Natural Ecteinascidins (ET-729, ET-745, ET-759B, ET-736, ET-637, ET-594) from Cyanosafracin B
  作者：Roberto Menchaca、Valentín Martínez、Alberto Rodríguez、Natividad Rodríguez、María Flores、Pilar Gallego、Ignacio Manzanares、Carmen Cuevas

  DOI：10.1021/jo034547i

  日期：2003.11.1

  The semisynthetic process initially described for the synthesis of 1 (ET-743) has been extended to the preparation of other natural ecteinascidins. For the synthesis of 2 (ET-729) a demethylation of a N-Me intermediate was carried out by a selective oxidation with MCPBA. Other natural ecteinascidins (ET-745, ET-759B, ET-736, ET-637, ET-594) were accessible from key intermediate 25. The described methodologies allow for the preparation of a wide variety of ecteinascidins by procedures that can be easily scaled up.