(R)-4-but-3-enyl-2,2-dimethyl[1,3]dioxolane | 133494-69-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-4-but-3-enyl-2,2-dimethyl[1,3]dioxolane
• 英文别名: 1,2(R)-isopropylidenedioxy-5-hexene；(4R)-4-but-3-enyl-2,2-dimethyl-1,3-dioxolane
• CAS: 133494-69-6
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: QJXFGAZSYFTBPD-MRVPVSSYSA-N

物化性质

• 沸点：
  177.9±15.0 °C(Predicted)
• 密度：
  0.893±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (R)-4-but-3-enyl-2,2-dimethyl[1,3]dioxolane 生成 (R)-γ-羟甲基-γ-丁内酯 (R)-4,5-二氢-5-羟甲基-2(3H)-呋喃酮 (R)-5-羟甲基-2-氧代四氢呋喃
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7
• 作为产物：
  描述：

  1-Acetoxy-5-hexen-2-on 在 sodium hydroxide 、 Amberlyst 15 、 蔗糖 作用下， 以 乙醚 、 水 为溶剂， 反应 12.5h， 生成 (R)-4-but-3-enyl-2,2-dimethyl[1,3]dioxolane
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7

文献信息

• Reductive Spiroannulation of Nitriles with Secondary Electrophiles
  作者：Matthew D. Morin、Scott D. Rychnovsky

  DOI：10.1021/ol050567q

  日期：2005.5.1

  The scope of reductive decyanation and spiroannulation reactions has been expanded to include secondary electrophiles for potentially useful transformations. Secondary phosphates and chlorides, as well as terminal epoxides, cyclize in a stereospecific fashion. Both endo and exo modes of cyclization were observed with terminal epoxides.

  还原性脱氰和螺环化反应的范围已扩大到包括潜在的有用转化的仲亲电试剂。仲磷酸盐和氯化物，以及末端环氧化物以立体特异性方式环化。末端环氧化物均观察到内环和外环的环化模式。
• Unified Total Synthesis of Pteriatoxins and Their Diastereomers
  作者：Fumiyoshi Matsuura、René Peters、Masahiro Anada、Scott S. Harried、Junliang Hao、Yoshito Kishi

  DOI：10.1021/ja0618954

  日期：2006.6.1

  A unified total synthesis is reported to access all of the possible diastereomers of pteriatoxins A-C, with the use of an intramolecular Diels-Alder reaction as the key step to form the carbo-macrocyclic core structure. The C34/C35-diol protecting groups were found to have significant effects on both the exo/endo-selectivity and the exo-facial selectivity of the intramolecular Diels-Alder process.
• Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones
  作者：Sowmianarayanan Ramaswamy、Allan C. Oehlschlager

  DOI：10.1016/s0040-4020(01)86371-7

  日期：1991.1

  Japanese beetle and mosquito oviposition attractant pheromones have been synth