(2S,6S)-6-Isopropoxy-2-vinyl-3,6-dihydro-2H-pyran | 331686-79-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (2S,6S)-6-Isopropoxy-2-vinyl-3,6-dihydro-2H-pyran
• 英文别名: (2S,6S)-2-ethenyl-6-propan-2-yloxy-3,6-dihydro-2H-pyran
• CAS: 331686-79-4
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: HNUISUTWWISONW-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,6S)-6-Isopropoxy-2-vinyl-3,6-dihydro-2H-pyran 在 palladium diacetate 四丁基氟化铵 、 四丁基溴化铵 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3Z,5E)-(S)-6-((2S,6S)-6-Isopropoxy-3,6-dihydro-2H-pyran-2-yl)-2,4-dimethyl-hexa-3,5-dien-1-ol
  参考文献：
  名称：

  The First Total Synthesis of (+)-Ratjadone

  摘要：

  The first total synthesis of ratjadone was achieved using a highly convergent approach joining three subunits together with a Wittig olefination and a selective Heck reaction as the pivotal steps. Besides establishing a robust and reliable route for the synthesis of this orphan ligand, the configuration of unknown stereocenters could also be determined. This synthesis not only provides an additional access to a biologically important compound but also enables the synthesis of structural analogues for biological target identification.

  DOI：

  10.1021/jo005768g
• 作为产物：
  描述：

  [(2S,6S)-6-propan-2-yloxy-3,6-dihydro-2H-pyran-2-yl]methanol 以 四氢呋喃 为溶剂， 生成 (2S,6S)-6-Isopropoxy-2-vinyl-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  The First Total Synthesis of (+)-Ratjadone

  摘要：

  The first total synthesis of ratjadone was achieved using a highly convergent approach joining three subunits together with a Wittig olefination and a selective Heck reaction as the pivotal steps. Besides establishing a robust and reliable route for the synthesis of this orphan ligand, the configuration of unknown stereocenters could also be determined. This synthesis not only provides an additional access to a biologically important compound but also enables the synthesis of structural analogues for biological target identification.

  DOI：

  10.1021/jo005768g

文献信息

• The First Total Synthesis of (+)-Ratjadone
  作者：Ulhas Bhatt、Mathias Christmann、Monika Quitschalle、Eckhard Claus、Markus Kalesse

  DOI：10.1021/jo005768g

  日期：2001.3.1

  The first total synthesis of ratjadone was achieved using a highly convergent approach joining three subunits together with a Wittig olefination and a selective Heck reaction as the pivotal steps. Besides establishing a robust and reliable route for the synthesis of this orphan ligand, the configuration of unknown stereocenters could also be determined. This synthesis not only provides an additional access to a biologically important compound but also enables the synthesis of structural analogues for biological target identification.