(3S)-11-[(4-methoxyphenyl)methoxy]undec-1-en-3-ol | 1186488-91-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3S)-11-[(4-methoxyphenyl)methoxy]undec-1-en-3-ol
• CAS: 1186488-91-4
• 化学式: C₁₉H₃₀O₃
• 分子量: 306.445
• InChiKey: DWQZUXXZHAXLNU-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S)-11-[(4-methoxyphenyl)methoxy]undec-1-en-3-ol 、 (3S,4S)-4-(tert-Butyldiphenylsilyloxy)non-1-en-3-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (E,6S,7S,10S)-6-[tert-butyl(diphenyl)silyl]oxy-18-[(4-methoxyphenyl)methoxy]octadec-8-ene-7,10-diol
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (9S,12S,13S)- and (9S,12RS,13S)-pinellic acids

  摘要：

  A brief and facile synthesis of the title compounds has been developed by using an efficient lipase-catalyzed acylation and a chiral template-directed diastereoselective alkylation for incorporating the stereogenic centres. A cross-metathesis was employed to get the required E-olefin geometry. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.069
• 作为产物：
  描述：

  [(3S)-11-[(4-methoxyphenyl)methoxy]undec-1-en-3-yl] acetate 在 甲醇 、 potassium carbonate 作用下， 反应 6.0h， 以86%的产率得到(3S)-11-[(4-methoxyphenyl)methoxy]undec-1-en-3-ol
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (9S,12S,13S)- and (9S,12RS,13S)-pinellic acids

  摘要：

  A brief and facile synthesis of the title compounds has been developed by using an efficient lipase-catalyzed acylation and a chiral template-directed diastereoselective alkylation for incorporating the stereogenic centres. A cross-metathesis was employed to get the required E-olefin geometry. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.069

文献信息

• A chemoenzymatic asymmetric synthesis of (9S,12S,13S)- and (9S,12RS,13S)-pinellic acids
  作者：Anubha Sharma、Seema Mahato、Subrata Chattopadhyay

  DOI：10.1016/j.tetlet.2009.06.069

  日期：2009.9

  A brief and facile synthesis of the title compounds has been developed by using an efficient lipase-catalyzed acylation and a chiral template-directed diastereoselective alkylation for incorporating the stereogenic centres. A cross-metathesis was employed to get the required E-olefin geometry. (C) 2009 Elsevier Ltd. All rights reserved.