2-[(Z)-10-(benzenesulfonyl)octadec-13-en-2-ynoxy]oxane | 250328-10-0

• 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-[(Z)-10-(benzenesulfonyl)octadec-13-en-2-ynoxy]oxane
• CAS: 250328-10-0
• 化学式: C₂₉H₄₄O₄S
• 分子量: 488.732
• InChiKey: ZPBDDZZKJOLWMQ-UITAMQMPSA-N

物化性质

• 沸点：
  634.0±55.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  34
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(Z)-10-(benzenesulfonyl)octadec-13-en-2-ynoxy]oxane 在 disodium hydrogenphosphate 、 lithium aluminium tetrahydride 、 sodium amalgam 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 37.0h， 生成 (E,Z)-2,13-十八烷二烯-1-醇
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j
• 作为产物：
  描述：

  哌喃 在 正丁基锂 、 sodium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 丙酮 为溶剂， 反应 53.0h， 生成 2-[(Z)-10-(benzenesulfonyl)octadec-13-en-2-ynoxy]oxane
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j

文献信息

• A Convergent and Highly Efficient Synthesis of (<i>E,Z</i>)-2,13-Octadecadienyl Acetate and (<i>E,Z</i>)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth <i>Zeuzera pyrina</i>, through Sulfones
  作者：Anna Capdevila、Attaluri R. Prasad、Carmen Quero、Inés Petschen、Maria P. Bosch、Angel Guerrero

  DOI：10.1021/ol990114j

  日期：1999.9.1

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.