(5S)-5-[(4-methoxyphenyl)methoxy]hexanal | 1228300-94-4

• 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: (5S)-5-[(4-methoxyphenyl)methoxy]hexanal
• CAS: 1228300-94-4
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: GVYJUFCLIFYHDX-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5S)-5-[(4-methoxyphenyl)methoxy]hexanal 、 叔丁基二甲基(2-丙炔氧基)硅烷 在 正丁基锂 作用下， 以80%的产率得到(8S)-1-[tert-butyl(dimethyl)silyl]oxy-8-[(4-methoxyphenyl)methoxy]non-2-yn-4-ol
  参考文献：
  名称：

  Asymmetric synthesis of (+)-chloriolide

  摘要：

  An asymmetric synthesis of 12-membered ring macrolide, chloriolide has been accomplished by adopting a linear strategy. Lipase-catalyzed enzymatic kinetic resolution (EKR), asymmetric alkynylation using Trost pro-phenol catalyst followed by Yamaguchi macrolactonization has been successfully employed to achieve the target molecule. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.028
• 作为产物：
  描述：

  (S)-5-(4-methoxybenzyloxy)-1-hexanol 在 草酰氯 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以80%的产率得到(5S)-5-[(4-methoxyphenyl)methoxy]hexanal
  参考文献：
  名称：

  Asymmetric synthesis of (+)-chloriolide

  摘要：

  An asymmetric synthesis of 12-membered ring macrolide, chloriolide has been accomplished by adopting a linear strategy. Lipase-catalyzed enzymatic kinetic resolution (EKR), asymmetric alkynylation using Trost pro-phenol catalyst followed by Yamaguchi macrolactonization has been successfully employed to achieve the target molecule. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.028

文献信息

• An iodine catalyzed metal free domino process for the stereoselective synthesis of oxygen bridged bicyclic ethers
  作者：B. V. Subba Reddy、B. Someswarao、N. Prudhviraju、B. Jagan Mohan Reddy、B. Sridhar、S. Kiran Kumar

  DOI：10.1039/c5ob00518c

  日期：——

  A domino reaction has been developed for the synthesis of oxygen bridged bicyclic ethers through the coupling of 4-(2-hydroxyethyl)cyclohex-3-enols with aldehydes in the presence of 10 mol% of molecular iodine in dichloromethane at 25 °C. This method is highly diastereoselective affording the corresponding bicyclic ethers, i.e. octahydro-4a,7-epoxyisochromenes in good yields with high selectivity.

  已经开发了一种多米诺反应，通过在25℃的二氯甲烷中存在10 mol％的分子碘的情况下，通过将4-（2-羟乙基）环己-3-烯醇与醛偶联来合成氧桥联的双环醚。该方法是高度非对映选择性的，以高收率和高选择性提供了相应的双环醚，即八氢-4a，7-环氧异色酮。这是有关使用多米诺普林斯策略合成氧桥联双环醚的第一份报告。
• Asymmetric synthesis of (+)-chloriolide
  作者：Tapas Das、Nandan Jana、Samik Nanda

  DOI：10.1016/j.tetlet.2010.03.028

  日期：2010.5

  An asymmetric synthesis of 12-membered ring macrolide, chloriolide has been accomplished by adopting a linear strategy. Lipase-catalyzed enzymatic kinetic resolution (EKR), asymmetric alkynylation using Trost pro-phenol catalyst followed by Yamaguchi macrolactonization has been successfully employed to achieve the target molecule. (C) 2010 Elsevier Ltd. All rights reserved.