Methanesulfonic acid 2-propyl-[1,3]dioxan-5-ylmethyl ester | 355423-71-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Methanesulfonic acid 2-propyl-[1,3]dioxan-5-ylmethyl ester
• CAS: 355423-71-1
• 化学式: C₉H₁₈O₅S
• 分子量: 238.305
• InChiKey: LBEVQKUSSQLQLT-UHFFFAOYSA-N

物化性质

• 沸点：
  369.5±17.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 2-propyl-[1,3]dioxan-5-ylmethyl ester 在 氢氧化钾 、 lithium aluminium tetrahydride 、 ammonium molybdate 、 双氧水 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 为溶剂， 反应 131.5h， 生成 4-Hydroxymethyl-2,4-dimethyl-3-[(E)-2-(2-propyl-[1,3]dioxan-5-yl)-vinyl]-cyclohex-2-enol
  参考文献：
  名称：

  Detours en route to a total synthesis of (+)-cassiol

  摘要：

  A synthesis of the antiulcerogenic compound (+)-cassiol 1b has been achieved in 43% yield starting with lactol (S)-2 and sulfone 26. This short and efficient synthesis features the one-pot Julia olefination reaction of the sodium anion of (S)-2 with 26, through the key intermediate (-)-9. This synthesis has been developed as a result of exploratory experiments including different olefination reactions on 2. An attempt to synthesize the intermediate 9 by an intramolecular aldol condensation approach of the open chain precursor 4 is also described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00082-x
• 作为产物：
  描述：

  Ethyl 2-propyl-1,3-dioxane-5-carboxylate 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 4.67h， 生成 Methanesulfonic acid 2-propyl-[1,3]dioxan-5-ylmethyl ester
  参考文献：
  名称：

  Detours en route to a total synthesis of (+)-cassiol

  摘要：

  A synthesis of the antiulcerogenic compound (+)-cassiol 1b has been achieved in 43% yield starting with lactol (S)-2 and sulfone 26. This short and efficient synthesis features the one-pot Julia olefination reaction of the sodium anion of (S)-2 with 26, through the key intermediate (-)-9. This synthesis has been developed as a result of exploratory experiments including different olefination reactions on 2. An attempt to synthesize the intermediate 9 by an intramolecular aldol condensation approach of the open chain precursor 4 is also described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00082-x