2-[(5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-ynoxy]oxane | 929568-49-0

• 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: 2-[(5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-ynoxy]oxane
• CAS: 929568-49-0
• 化学式: C₂₀H₂₈O₅
• 分子量: 348.439
• InChiKey: RACIFGNXEFHESR-YSSMNDQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  2-[(5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-ynoxy]oxane 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 4.0h， 生成 (E,5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-en-1-ol
  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：

  (1R,2R)-1-(3-methoxyphenyl)-6-(oxan-2-yloxy)hex-4-yne-1,2-diol 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以100%的产率得到2-[(5R,6R)-5,6-dimethoxy-6-(3-methoxyphenyl)hex-2-ynoxy]oxane
  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.