(1'S,2E,4S)-4-isopropylidenedioxyethyloct-2-en-7-ynyl-1,1-diacetate | 222032-54-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1'S,2E,4S)-4-isopropylidenedioxyethyloct-2-en-7-ynyl-1,1-diacetate
• 英文别名: [(E,4S)-1-acetyloxy-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]oct-2-en-7-ynyl] acetate
• CAS: 222032-54-4
• 化学式: C₁₇H₂₄O₆
• 分子量: 324.374
• InChiKey: ZZTTWOOYXQZECK-LWLVDVGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1'S,2E,4S)-4-isopropylidenedioxyethyloct-2-en-7-ynyl-1,1-diacetate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲醇 为溶剂， 反应 24.17h， 生成 [(2R,3S)-3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-(2-oxo-ethyl)-cyclopent-(E)-ylidene]-acetic acid methyl ester
  参考文献：
  名称：

  Palladium-catalysed cyclisation of chiral carbohydrate-derived geminal diacetates

  摘要：

  The Pd(0) and Pd(II)-catalysed cyclisation/functionalisation reactions of acyclic carbohydrate-derived 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2-en-7-yne compounds proceeded in a stereospecific fashion to furnish chiral, multi-functionalised furanoid and cyclopentanoid products. The products contained valuable enolacetate moieties. which can be further elaborated to enable the facile entry to an array of substituted five membered ring compounds. (C) 1999 Elsevier Science Ltd. AIL rights reserved.

  DOI：

  10.1016/s0040-4020(98)01155-7
• 作为产物：
  描述：

  ((2S,3S,6R)-6-tert-Butoxy-3-but-3-ynyl-3,6-dihydro-2H-pyran-2-yl)-methanol 在 碘 、 对甲苯磺酸 作用下， 生成 (1'S,2E,4S)-4-isopropylidenedioxyethyloct-2-en-7-ynyl-1,1-diacetate
  参考文献：
  名称：

  Palladium-catalysed cyclisation of chiral carbohydrate-derived geminal diacetates

  摘要：

  The Pd(0) and Pd(II)-catalysed cyclisation/functionalisation reactions of acyclic carbohydrate-derived 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2-en-7-yne compounds proceeded in a stereospecific fashion to furnish chiral, multi-functionalised furanoid and cyclopentanoid products. The products contained valuable enolacetate moieties. which can be further elaborated to enable the facile entry to an array of substituted five membered ring compounds. (C) 1999 Elsevier Science Ltd. AIL rights reserved.

  DOI：

  10.1016/s0040-4020(98)01155-7