tert-butyl (3S,6S,9R)-4-hydroxy-2-methoxy-6-[[4-methoxy-3-methyl-5-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]methyl]-16-methyl-7-oxo-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-12,14-dioxa-5,8-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),10,15-triene-5-carboxylate | 1052707-63-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: tert-butyl (3S,6S,9R)-4-hydroxy-2-methoxy-6-[[4-methoxy-3-methyl-5-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]methyl]-16-methyl-7-oxo-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-12,14-dioxa-5,8-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),10,15-triene-5-carboxylate
• CAS: 1052707-63-7
• 化学式: C₄₁H₅₄N₂O₁₃
• 分子量: 782.885
• InChiKey: IEOHTSVDKRXRTO-IQZMVRJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  56
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  tert-butyl (3S,6S,9R)-4-hydroxy-2-methoxy-6-[[4-methoxy-3-methyl-5-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]methyl]-16-methyl-7-oxo-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-12,14-dioxa-5,8-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),10,15-triene-5-carboxylate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 tert-butyl (6S,9R)-4-hydroxy-6-[(3-hydroxy-4-methoxy-5-methylphenyl)methyl]-16-methyl-7-oxo-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-12,14-dioxa-5,8-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),2,10,15-tetraene-5-carboxylate
  参考文献：
  名称：

  Synthetic Studies on Et-743. Assembly of the Pentacyclic Core and a Formal Total Synthesis

  摘要：

  A formal total synthesis of the potent anticancer agent Et-743 is described. The tetrahydroisoquinoline core is stereoselectively constructed using a novel radical cyclization of a glyoxalimine. Further elaboration of this core rapidly accessed the pentacyclic core of Et-743. but a mixture of regiosisomers was obtained in the key Pictet-Spengler ring closure. A known advanced intermediate in the synthesis of Et-743 was intercepted, constituting a formal synthesis of the molecule.

  DOI：

  10.1021/jo801159k
• 作为产物：
  描述：

  在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以40 mg的产率得到tert-butyl (3S,6S,9R)-4-hydroxy-2-methoxy-6-[[4-methoxy-3-methyl-5-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]methyl]-16-methyl-7-oxo-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-12,14-dioxa-5,8-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),10,15-triene-5-carboxylate
  参考文献：
  名称：

  Synthetic Studies on Et-743. Assembly of the Pentacyclic Core and a Formal Total Synthesis

  摘要：

  A formal total synthesis of the potent anticancer agent Et-743 is described. The tetrahydroisoquinoline core is stereoselectively constructed using a novel radical cyclization of a glyoxalimine. Further elaboration of this core rapidly accessed the pentacyclic core of Et-743. but a mixture of regiosisomers was obtained in the key Pictet-Spengler ring closure. A known advanced intermediate in the synthesis of Et-743 was intercepted, constituting a formal synthesis of the molecule.

  DOI：

  10.1021/jo801159k