tert-butyl-[(E,5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-enoxy]-dimethylsilane | 929568-52-5

• 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: tert-butyl-[(E,5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-enoxy]-dimethylsilane
• CAS: 929568-52-5
• 化学式: C₂₁H₃₆O₄Si
• 分子量: 380.6
• InChiKey: RAPFMGPCJVEYPV-RMQQFATJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(E,5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-enoxy]-dimethylsilane 在 帕利哌酮杂质13 、 AD-mix-β 、 对甲苯磺酸 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 45.0h， 生成 tert-butyl-[[(4R,5R)-5-[(2R,3R)-2,3-dimethoxy-3-(3-methoxyphenyl)propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-dimethylsilane
  参考文献：
  名称：

  Stereoselective synthesis of the C31–C39 unit of (+)-phorboxazoles from m-anisaldehyde

  摘要：

  A stereoselective route for the synthesis of the C31-C39 fragment of (+)-phorboxazoles is described. The route features Birch reduction, ozonolysis and acid-catalysed cyclisation of enantiopure precursors as key transformations to give the tetrahydropyran ring, starting from m-anisaldehyde as a masked P-keto ester to obtain the pyran skeleton of compound 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.105
• 作为产物：
  描述：

  (5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-yn-1-ol 在 咪唑 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 tert-butyl-[(E,5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-enoxy]-dimethylsilane
  参考文献：
  名称：

  Stereoselective synthesis of the C31–C39 unit of (+)-phorboxazoles from m-anisaldehyde

  摘要：

  A stereoselective route for the synthesis of the C31-C39 fragment of (+)-phorboxazoles is described. The route features Birch reduction, ozonolysis and acid-catalysed cyclisation of enantiopure precursors as key transformations to give the tetrahydropyran ring, starting from m-anisaldehyde as a masked P-keto ester to obtain the pyran skeleton of compound 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.105

文献信息

• Stereoselective synthesis of the C31–C39 unit of (+)-phorboxazoles from m-anisaldehyde
  作者：S. Praveen Kumar、K. Nagaiah

  DOI：10.1016/j.tetlet.2006.12.105

  日期：2007.2

  A stereoselective route for the synthesis of the C31-C39 fragment of (+)-phorboxazoles is described. The route features Birch reduction, ozonolysis and acid-catalysed cyclisation of enantiopure precursors as key transformations to give the tetrahydropyran ring, starting from m-anisaldehyde as a masked P-keto ester to obtain the pyran skeleton of compound 1. (c) 2006 Elsevier Ltd. All rights reserved.