(E,6S,10S)-6-[tert-butyl(diphenyl)silyl]oxy-18-[(4-methoxyphenyl)methoxy]octadec-8-ene-7,10-diol | 1186488-95-8

• 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,6S,10S)-6-[tert-butyl(diphenyl)silyl]oxy-18-[(4-methoxyphenyl)methoxy]octadec-8-ene-7,10-diol
• CAS: 1186488-95-8
• 化学式: C₄₂H₆₂O₅Si
• 分子量: 675.037
• InChiKey: QFFOQZOVFSOBOD-QWWQIXGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.75
• 重原子数：
  48
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E,6S,10S)-6-[tert-butyl(diphenyl)silyl]oxy-18-[(4-methoxyphenyl)methoxy]octadec-8-ene-7,10-diol 、 叔丁基二苯基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以80%的产率得到
  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-ol 、 (4S)-4-[tert-butyl(diphenyl)silyl]oxynon-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， 以78%的产率得到(E,6S,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

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.