3(R)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-triethylsilanyloxy-cyclohexene | 849676-34-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3(R)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-triethylsilanyloxy-cyclohexene
• 英文别名: tert-butyl-dimethyl-[[(1S,2R)-2-[(E)-6-methylhept-2-en-2-yl]-4-trimethylsilyloxycyclohex-3-en-1-yl]methoxy]silane
• CAS: 849676-34-2
• 化学式: C₂₄H₄₈O₂Si₂
• 分子量: 424.815
• InChiKey: CXFDIJAESUDPJW-FZAMCVDASA-N

物化性质

• 沸点：
  419.7±45.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.15
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3(R)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-triethylsilanyloxy-cyclohexene 在 L-Selectride 、 potassium hydrogencarbonate 、 间氯过氧苯甲酸 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 1(R)-2(S)-3(S)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-cyclohexanol
  参考文献：
  名称：

  Enantioselective Approaches to Potential MetAP-2 Reversible Inhibitors

  摘要：

  Enantioselective deprotonation of 4-substituted cyclohexanones and highly stereoselective conjugate addition of higher order mixed cuprates were the key steps in a concise synthesis of fumagalone-related molecules. The origin of the (low) biological activity of the new compounds as compared to fumagalone is briefly discussed.

  DOI：

  10.1021/jo047858h
• 作为产物：
  描述：

  异戊基碘 在 正丁基锂 、 叔丁基锂 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正戊烷 为溶剂， 反应 17.0h， 生成 3(R)-4(S)-3-(1,5-dimethyl-hex-1-enyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-triethylsilanyloxy-cyclohexene
  参考文献：
  名称：

  Enantioselective Approaches to Potential MetAP-2 Reversible Inhibitors

  摘要：

  Enantioselective deprotonation of 4-substituted cyclohexanones and highly stereoselective conjugate addition of higher order mixed cuprates were the key steps in a concise synthesis of fumagalone-related molecules. The origin of the (low) biological activity of the new compounds as compared to fumagalone is briefly discussed.

  DOI：

  10.1021/jo047858h

文献信息

• Novel Angiogenesis inhibitors and pharmaceutical/cosmetic applications thereof
  申请人：Eustache Jacques

  公开号：US20070167519A1

  公开（公告）日：2007-07-19

  Novel derivatives of fumagalone have the general formula (I): and are useful angiogenes is inhibitors; these can be formulated into pharmaceutical compositions suited for human or veterinary medicine, or can be formulated into cosmetic compositions.

  富马加隆的新衍生物具有一般化学式（I）：并且是有用的血管生成抑制剂；这些可以制成适用于人类或兽医学的药物组合物，也可以制成化妆品组合物。
• Enantioselective Approaches to Potential MetAP-2 Reversible Inhibitors
  作者：Vincent Rodeschini、Pierre Van de Weghe、Emmanuel Salomon、Céline Tarnus、Jacques Eustache

  DOI：10.1021/jo047858h

  日期：2005.3.1

  Enantioselective deprotonation of 4-substituted cyclohexanones and highly stereoselective conjugate addition of higher order mixed cuprates were the key steps in a concise synthesis of fumagalone-related molecules. The origin of the (low) biological activity of the new compounds as compared to fumagalone is briefly discussed.