3-(Methoxymethoxy)-2,2-dimethylpropan-1-OL | 89449-95-6

• 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-dimethylpropan-1-OL
• CAS: 89449-95-6
• 化学式: C₇H₁₆O₃
• 分子量: 148.202
• InChiKey: NWDJQHMMKMMCPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Methoxymethoxy)-2,2-dimethylpropan-1-OL 在 (i-PrS)BBr 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到2,2-二甲基-1,3-丙二醇
  参考文献：
  名称：

  Methods for the interconversion of protective groups. Transformation of mem ethers into isopropylthiomethyl ethers or cyanomethyl ethers

  摘要：

  DOI：

  10.1016/s0040-4039(01)91133-5
• 作为产物：
  描述：

  1,3-bis(methoxymethoxy)-2,2-dimethylpropane 在 二异丁基氢化铝 作用下， 以72%的产率得到3-(Methoxymethoxy)-2,2-dimethylpropan-1-OL
  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

• Na-Y zeolite, an efficient catalyst for the methoxymethylation of alcohols
  作者：Pradeep Kumar、Satya V.N. Raju、Ravinder S. Reddy、Bipin Pandey

  DOI：10.1016/0040-4039(94)88046-8

  日期：1994.2

  A variety of hydroxy compounds react with methoxymethyl chloride in the presence of catalytic amount of Na-Y zeolite to afford the corresponding methoxymethyl ethers (MOM ethers) in excellent yields.

  在催化量的Na-Y沸石存在下，多种羟基化合物与甲氧基甲基氯反应，以优异的收率得到相应的甲氧基甲基醚（MOM醚）。
• 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。
• Methods for the interconversion of protective groups. Transformation of mem ethers into isopropylthiomethyl ethers or cyanomethyl ethers
  作者：E.J. Corey、Duy H. Hua、Steven P. Seitz

  DOI：10.1016/s0040-4039(01)91133-5

  日期：1984.1
• 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.