11-[[Tert-butyl(diphenyl)silyl]oxymethyl]-1,5-dioxaspiro[5.5]undeca-7,10-dien-9-one | 1191391-90-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11-[[Tert-butyl(diphenyl)silyl]oxymethyl]-1,5-dioxaspiro[5.5]undeca-7,10-dien-9-one
• CAS: 1191391-90-8
• 化学式: C₂₆H₃₀O₄Si
• 分子量: 434.607
• InChiKey: PPJHDNMQUYRRHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-[[Tert-butyl(diphenyl)silyl]oxymethyl]-1,5-dioxaspiro[5.5]undeca-7,10-dien-9-one 在 叔丁基过氧化氢 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到
  参考文献：
  名称：

  Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB

  摘要：

  Dehydroxymethylepoxyquinomicin (DHMEQ, 1) is a novel nuclear factor-kappa B (NF-kappa B) inhibitor that inhibits DNA binding of NF-kappa B components including p65. To inspect its biological activity of 1, we synthesized parasitenone (3), possessing the common epoxycyclohexenone moiety of 1. Assessment of the inhibitory activity against NF-kappa B indicated that the epoxycyclohexenone moiety is the most essential element for the NF-kappa B inhibitory activity and the salicylic acid moiety may contribute the binding efficiency and specificity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.120
• 作为产物：
  描述：

  3-(tert-butyldiphenylsiloxymethyl)-4,4-dimethoxycyclohexa-2,5-dienone 、 1,3-丙二醇 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 以90%的产率得到11-[[Tert-butyl(diphenyl)silyl]oxymethyl]-1,5-dioxaspiro[5.5]undeca-7,10-dien-9-one
  参考文献：
  名称：

  Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB

  摘要：

  Dehydroxymethylepoxyquinomicin (DHMEQ, 1) is a novel nuclear factor-kappa B (NF-kappa B) inhibitor that inhibits DNA binding of NF-kappa B components including p65. To inspect its biological activity of 1, we synthesized parasitenone (3), possessing the common epoxycyclohexenone moiety of 1. Assessment of the inhibitory activity against NF-kappa B indicated that the epoxycyclohexenone moiety is the most essential element for the NF-kappa B inhibitory activity and the salicylic acid moiety may contribute the binding efficiency and specificity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.120

文献信息

• Efficient synthesis of (±)-parasitenone, a novel inhibitor of NF-κB
  作者：Tsuyoshi Saitoh、Eriko Suzuki、Arisa Takasugi、Rika Obata、Yuichi Ishikawa、Kazuo Umezawa、Shigeru Nishiyama

  DOI：10.1016/j.bmcl.2009.07.120

  日期：2009.9

  Dehydroxymethylepoxyquinomicin (DHMEQ, 1) is a novel nuclear factor-kappa B (NF-kappa B) inhibitor that inhibits DNA binding of NF-kappa B components including p65. To inspect its biological activity of 1, we synthesized parasitenone (3), possessing the common epoxycyclohexenone moiety of 1. Assessment of the inhibitory activity against NF-kappa B indicated that the epoxycyclohexenone moiety is the most essential element for the NF-kappa B inhibitory activity and the salicylic acid moiety may contribute the binding efficiency and specificity. (C) 2009 Elsevier Ltd. All rights reserved.