tert-butyl-[[(4R,5R)-5-[(2S)-2-methoxy-3-(5-methoxycyclohexa-1,4-dien-1-yl)propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-dimethylsilane | 929568-54-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl-[[(4R,5R)-5-[(2S)-2-methoxy-3-(5-methoxycyclohexa-1,4-dien-1-yl)propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-dimethylsilane
• CAS: 929568-54-7
• 化学式: C₂₃H₄₂O₅Si
• 分子量: 426.669
• InChiKey: KBYUUDOBKKXCBS-PWRODBHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl-[[(4R,5R)-5-[(2S)-2-methoxy-3-(5-methoxycyclohexa-1,4-dien-1-yl)propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-dimethylsilane 在 4-甲基苯磺酸吡啶 、 臭氧 、 苏丹红 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl 2-[(2S,4R,6R)-6-[(1R)-1,2-dihydroxyethyl]-2-hydroxy-4-methoxyoxan-2-yl]acetate
  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：

  tert-butyl-[[(4R,5R)-5-[(2R,3R)-2,3-dimethoxy-3-(3-methoxyphenyl)propyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-dimethylsilane 在 lithium 作用下， 以 四氢呋喃 、 氨 、 叔丁醇 为溶剂， 反应 0.75h， 生成 tert-butyl-[[(4R,5R)-5-[(2S)-2-methoxy-3-(5-methoxycyclohexa-1,4-dien-1-yl)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

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.