tert-butyl ((S)-1-((6S,7R,9R)-5-(allyloxy)-9-((allyloxy)methyl)-7-(hydroxymethyl)-6-methoxy-4-methyl-6,9-dihydro-[1,3]dioxolo[4,5-h]isoquinolin-8(7H)-yl)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxy-5-methylphenyl)-1-oxopropan-2-yl)carbamate | 1052707-97-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl ((S)-1-((6S,7R,9R)-5-(allyloxy)-9-((allyloxy)methyl)-7-(hydroxymethyl)-6-methoxy-4-methyl-6,9-dihydro-[1,3]dioxolo[4,5-h]isoquinolin-8(7H)-yl)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxy-5-methylphenyl)-1-oxopropan-2-yl)carbamate
• CAS: 1052707-97-7
• 化学式: C₄₂H₆₂N₂O₁₁Si
• 分子量: 799.047
• InChiKey: FEUIWOSGYGNKSY-DGEVZOTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  56.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  143.48
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((S)-1-((6S,7R,9R)-5-(allyloxy)-9-((allyloxy)methyl)-7-(hydroxymethyl)-6-methoxy-4-methyl-6,9-dihydro-[1,3]dioxolo[4,5-h]isoquinolin-8(7H)-yl)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxy-5-methylphenyl)-1-oxopropan-2-yl)carbamate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以100 mg的产率得到
  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：

  甲醇 、 tert-butyl N-[(2S)-3-[3-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-5-methylphenyl]-1-oxo-1-[(2S,7R,9R)-4,4,16-trimethyl-17-prop-2-enoxy-9-(prop-2-enoxymethyl)-3,5,12,14-tetraoxa-8-azatetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),10,15-trien-8-yl]propan-2-yl]carbamate 在 Dowex 50W-X₈ 作用下， 反应 72.0h， 生成 tert-butyl ((S)-1-((6S,7R,9R)-5-(allyloxy)-9-((allyloxy)methyl)-7-(hydroxymethyl)-6-methoxy-4-methyl-6,9-dihydro-[1,3]dioxolo[4,5-h]isoquinolin-8(7H)-yl)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxy-5-methylphenyl)-1-oxopropan-2-yl)carbamate
  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