[(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] (E,5R)-5-[tert-butyl(diphenyl)silyl]oxyhex-2-enoate | 192992-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] (E,5R)-5-[tert-butyl(diphenyl)silyl]oxyhex-2-enoate
• CAS: 192992-66-8
• 化学式: C₃₉H₅₄O₇Si
• 分子量: 662.939
• InChiKey: PPQJACPYMQLRHF-ADAZVZAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.47
• 重原子数：
  47
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] (E,5R)-5-[tert-butyl(diphenyl)silyl]oxyhex-2-enoate 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以73%的产率得到[(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] (E,5R)-5-hydroxyhex-2-enoate
  参考文献：
  名称：

  Enantioselective Total Synthesis of the (−)-(6R,11R,14S)-Isomer of Colletallol

  摘要：

  The total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol was achieved in 15 steps. The key steps of the sequence were the building of the macrocycle via two consecutive Wittig reactions, the first intermolecular and the second intramolecular, instead of the classical macrolactonization methods.

  DOI：

  10.1021/jo970020s
• 作为产物：
  描述：

  tert-butyl-[(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl]oxy-diphenylsilane 在 吡啶 、 TEA 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 120.33h， 生成 [(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] (E,5R)-5-[tert-butyl(diphenyl)silyl]oxyhex-2-enoate
  参考文献：
  名称：

  Enantioselective Total Synthesis of the (−)-(6R,11R,14S)-Isomer of Colletallol

  摘要：

  The total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol was achieved in 15 steps. The key steps of the sequence were the building of the macrocycle via two consecutive Wittig reactions, the first intermolecular and the second intramolecular, instead of the classical macrolactonization methods.

  DOI：

  10.1021/jo970020s

文献信息

• Enantioselective Total Synthesis of the (−)-(6<i>R</i>,11<i>R</i>,14<i>S</i>)-Isomer of Colletallol
  作者：Sonia J. Amigoni、Loïc J. Toupet、Yves J. Le Floc'h

  DOI：10.1021/jo970020s

  日期：1997.9.1

  The total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol was achieved in 15 steps. The key steps of the sequence were the building of the macrocycle via two consecutive Wittig reactions, the first intermolecular and the second intramolecular, instead of the classical macrolactonization methods.