(E,4S)-4-methyl-4-(phenylmethoxymethyl)dec-5-en-3-one | 303142-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E,4S)-4-methyl-4-(phenylmethoxymethyl)dec-5-en-3-one
• CAS: 303142-82-7
• 化学式: C₁₉H₂₈O₂
• 分子量: 288.43
• InChiKey: DZWMJOQAPNIASZ-VUVZNRFTSA-N

物化性质

• 沸点：
  397.1±30.0 °C(Predicted)
• 密度：
  0.958±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,4S)-4-methyl-4-(phenylmethoxymethyl)dec-5-en-3-one 在 四氧化锇 、 N-甲基吲哚酮 、 三氟化硼乙醚 、 二甲基亚砜 、 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 122.83h， 生成 (2R)-2-(2-ethyl-1,3-dioxolan-2-yl)-2-methyl-1-phenylmethoxyoctane-3,4-dione
  参考文献：
  名称：

  Novel stereoselective construction of a quaternary carbon: application to synthesis of the cyclopentenedione moiety of madindolines

  摘要：

  Enantioselective synthesis of the cyclopentenedione moiety of madindolines was achieved. Stereoselective construction of a quaternary carbon was realized by alkylation of an enolate possessing chiral auxiliary. Cyclopentenedione was derived from a triketone precursor by intramolecular condensation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00937-0
• 作为产物：
  描述：

  (E,2S)-2-methyl-2-(phenylmethoxymethyl)oct-3-enal 在 sodium acetate 、 magnesium 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.08h， 生成 (E,4S)-4-methyl-4-(phenylmethoxymethyl)dec-5-en-3-one
  参考文献：
  名称：

  Novel stereoselective construction of a quaternary carbon: application to synthesis of the cyclopentenedione moiety of madindolines

  摘要：

  Enantioselective synthesis of the cyclopentenedione moiety of madindolines was achieved. Stereoselective construction of a quaternary carbon was realized by alkylation of an enolate possessing chiral auxiliary. Cyclopentenedione was derived from a triketone precursor by intramolecular condensation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00937-0

文献信息

• Novel stereoselective construction of a quaternary carbon: application to synthesis of the cyclopentenedione moiety of madindolines
  作者：Seijiro Hosokawa、Kazuhiko Sekiguchi、Manabu Enemoto、Susumu Kobayashi

  DOI：10.1016/s0040-4039(00)00937-0

  日期：2000.8

  Enantioselective synthesis of the cyclopentenedione moiety of madindolines was achieved. Stereoselective construction of a quaternary carbon was realized by alkylation of an enolate possessing chiral auxiliary. Cyclopentenedione was derived from a triketone precursor by intramolecular condensation. (C) 2000 Elsevier Science Ltd. All rights reserved.