C7-benzoyl-C10-epi-theopederin D | 1083401-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: C7-benzoyl-C10-epi-theopederin D
• 英文别名: [(1S)-2-[[(4R,4aS,6R,8S,8aR)-8-methoxy-7,7-dimethyl-6-[[(2R)-5-oxooxolan-2-yl]methyl]-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]amino]-1-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]-2-oxoethyl] benzoate
• CAS: 1083401-88-0
• 化学式: C₃₃H₄₅NO₁₁
• 分子量: 631.72
• InChiKey: ICEWWEHQOKGPMP-SFSZJHOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  、 (S)-2-(benzoyloxy)-2-((2R,5R,6R)-tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-2H-pyran-2-yl)acetic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 C7-benzoyl-C10-epi-theopederin D 、 7-O-Benzoyltheopederin D
  参考文献：
  名称：

  茶黄素 D 的全合成。

  摘要：

  The total synthesis of the potent cytotoxin theopederin D has been achieved through the use of an oxidative carbon–carbon bond cleavage reaction to form an acyliminium ion in the presence of acid labile acetal groups Other key transformations include an acid mediated functionalization of a tetrahydrofuranyl alcohol in the presence of a tetrahydropyranyl alcohol, a syn-selective glycal epoxide opening, and a catalytic asymmetric aldehyde-acid chloride condensation.

  DOI：

  10.1002/anie.200802548

文献信息

• Total Synthesis of Theopederin D
  作者：Michael E. Green、Jason C. Rech、Paul E. Floreancig

  DOI：10.1002/anie.200802548

  日期：2008.9.8

  The total synthesis of the potent cytotoxin theopederin D has been achieved through the use of an oxidative carbon–carbon bond cleavage reaction to form an acyliminium ion in the presence of acid labile acetal groups Other key transformations include an acid mediated functionalization of a tetrahydrofuranyl alcohol in the presence of a tetrahydropyranyl alcohol, a syn-selective glycal epoxide opening, and a catalytic asymmetric aldehyde-acid chloride condensation.