tert-butyl-[(1S)-1-[(2S)-oxiran-2-yl]hexoxy]-diphenylsilane | 1186488-99-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl-[(1S)-1-[(2S)-oxiran-2-yl]hexoxy]-diphenylsilane
• CAS: 1186488-99-2
• 化学式: C₂₄H₃₄O₂Si
• 分子量: 382.618
• InChiKey: ZMOJVSMGUPDUHX-GOTSBHOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(1S)-1-[(2S)-oxiran-2-yl]hexoxy]-diphenylsilane 、 三甲基碘化锍 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以84%的产率得到(3S,4S)-4-(tert-Butyldiphenylsilyloxy)non-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
• 作为产物：
  描述：

  在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以89%的产率得到tert-butyl-[(1S)-1-[(2S)-oxiran-2-yl]hexoxy]-diphenylsilane
  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.