3-(Methoxymethoxy)-2,2-dimethylpropanal | 167957-89-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Methoxymethoxy)-2,2-dimethylpropanal
• CAS: 167957-89-3
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: KXRXVAOJTIOQMG-UHFFFAOYSA-N

物化性质

• 沸点：
  181.6±15.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Methoxymethoxy)-2,2-dimethylpropanal 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment

  摘要：

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.

  DOI：

  10.1080/00397911.2010.516462
• 作为产物：
  描述：

  2,2-二甲基-1,3-丙二醇 在 草酰氯 、 sodium hydride 、 二异丁基氢化铝 、 二甲基亚砜 作用下， 生成 3-(Methoxymethoxy)-2,2-dimethylpropanal
  参考文献：
  名称：

  Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment

  摘要：

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.

  DOI：

  10.1080/00397911.2010.516462

文献信息

• Formal Total Synthesis of Benzylpedamide: The Right Half of (+)-Pederin
  作者：Ying Li、Degang Liu、Jijun Xue、Zhixiang Xie、Liping Wei、Xianshu Zhang

  DOI：10.1055/s-2008-1077788

  日期：2008.6

  The right half of (+)-pederin was synthesized through a convenient and efficient asymmetric synthesis in 14 steps with 8.3% overall yield. The key step was an iodine-induced heterocyclization to construct the pyran ring. The chiral centers were constructed separately via asymmetric allylation, substrate-controlled diastereoselective reactions, and Sharpless asymmetric dihydroxylation.

  (+)-pederin 的右半部分是通过方便有效的不对称合成 14 步合成的，总产率为 8.3%。关键步骤是碘诱导的杂环化以构建吡喃环。手性中心是通过不对称烯丙基化、底物控制的非对映选择性反应和 Sharpless 不对称二羟基化分别构建的。
• Stereoselective synthesis of substituted tetrahydrofurans via Lewis acid promoted reaction of .beta.-benzyloxyaldehydes and ethyl diazoacetate.
  作者：Steven R. Angle、Guo Ping Wei、Young Kwan Ko、Keiji Kubo

  DOI：10.1021/ja00135a033

  日期：1995.8
• Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment
  作者：Kyoko Nakagawa-Goto、Michael T. Crimmins

  DOI：10.1080/00397911.2010.516462

  日期：2011.10.15

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.