(2S,9S)-1,2-9,10-bis-O-isopropylidene-5-decene-1,2,9,10-tetraol | 174645-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,9S)-1,2-9,10-bis-O-isopropylidene-5-decene-1,2,9,10-tetraol
• 英文别名: (4S)-4-[(E)-6-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]hex-3-enyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 174645-19-3
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: JICKTMYMALUGST-BEVHLOIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  (2S,9S)-1,2-9,10-bis-O-isopropylidene-5-decene-1,2,9,10-tetraol 在 AD-mix-β 作用下， 以 水 、 叔丁醇 为溶剂， 反应 12.0h， 生成 (2S,5S,6S,9S)-2,5;6,9-diepoxydecane-1,10-diol
  参考文献：
  名称：

  Wagner, Holger; Koert, Ulrich, Angewandte Chemie, 1994, vol. 106, # 18, p. 1939 - 1941

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-(-)-isopropylidenedioxybutyl bromide 在 正丁基锂 、 氨 、 sodium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成 (2S,9S)-1,2-9,10-bis-O-isopropylidene-5-decene-1,2,9,10-tetraol
  参考文献：
  名称：

  Bidirectional and Convergent Routes to oligo(Tetrahydrofurans)

  摘要：

  AbstractOligo(tetrahydrofurans) (oligo‐THFs) 8–12 have been synthesised stereoselectively. Multiple Williamson reactions were used as key steps. While oligo‐THFs with an even number of THF rings like the bi‐THFs 8 and 9 as well as the tetra‐THFs 10 and 11 were obtained by a bidirectional strategy, the penta‐THF 12 with an odd number of THF rings was prepared by a convergent strategy with a sulfone–aldehyde coupling as connecting step. The oligo‐THF products are important structural features of natural (Annonaceae acetogenins) and non‐natural (artificial ion channels) products.

  DOI：

  10.1002/chem.19970030723

文献信息

• Wagner, Holger; Koert, Ulrich, Angewandte Chemie, 1994, vol. 106, # 18, p. 1939 - 1941
  作者：Wagner, Holger、Koert, Ulrich

  DOI：——

  日期：——
• Bidirectional and Convergent Routes to oligo(Tetrahydrofurans)
  作者：Ulrich Koert、Matthias Stein、Holger Wagner

  DOI：10.1002/chem.19970030723

  日期：1997.7

  AbstractOligo(tetrahydrofurans) (oligo‐THFs) 8–12 have been synthesised stereoselectively. Multiple Williamson reactions were used as key steps. While oligo‐THFs with an even number of THF rings like the bi‐THFs 8 and 9 as well as the tetra‐THFs 10 and 11 were obtained by a bidirectional strategy, the penta‐THF 12 with an odd number of THF rings was prepared by a convergent strategy with a sulfone–aldehyde coupling as connecting step. The oligo‐THF products are important structural features of natural (Annonaceae acetogenins) and non‐natural (artificial ion channels) products.