((3aR,5R,6S,6aR)-6-Methoxymethoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol | 215588-30-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((3aR,5R,6S,6aR)-6-Methoxymethoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol
• 英文别名: [(3aR,5R,6S,6aR)-6-(methoxymethoxy)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methanol
• CAS: 215588-30-0
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: KDDOVRHGSLDVPU-BZNPZCIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((3aR,5R,6S,6aR)-6-Methoxymethoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 在 偶氮二甲酸二异丙酯 、 sodium methylate 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 11.75h， 生成 (3aR,5S,6R,6aR)-5-Methanesulfonylmethyl-6-methoxymethoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
  参考文献：
  名称：

  Synthesis of Sugar-Derived Alkyl Sulfones Using a Versatile Transsulfonylation Process

  摘要：

  DOI：

  10.1055/s-1998-2173
• 作为产物：
  描述：

  (3aR,5R,6S,6aR)-6-Methoxymethoxy-2,2-dimethyl-5-trityloxymethyl-tetrahydro-furo[2,3-d][1,3]dioxole 在 sodium hydrogen sulfate 、 silica gel 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.5h， 以92%的产率得到((3aR,5R,6S,6aR)-6-Methoxymethoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol
  参考文献：
  名称：

  Chemoselective deprotection of trityl ethers using silica-supported sodium hydrogen sulfate

  摘要：

  A highly selective method for the cleavage of trityl ethers over a wide range of functional groups has been developed using silica-supported sodium hydrogen sulfate (NaHSO4-SiO2) as a heterogeneous catalyst. The conversion occurred at room temperature and the yields of the alcohols were found to be excellent. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.075

文献信息

• Chemoselective deprotection of trityl ethers using silica-supported sodium hydrogen sulfate
  作者：Biswanath Das、Gurram Mahender、Vooturi Sunil Kumar、Nikhil Chowdhury

  DOI：10.1016/j.tetlet.2004.07.075

  日期：2004.8

  A highly selective method for the cleavage of trityl ethers over a wide range of functional groups has been developed using silica-supported sodium hydrogen sulfate (NaHSO4-SiO2) as a heterogeneous catalyst. The conversion occurred at room temperature and the yields of the alcohols were found to be excellent. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis of Sugar-Derived Alkyl Sulfones Using a Versatile Transsulfonylation Process
  作者：C. Lorin

  DOI：10.1055/s-1998-2173

  日期：1998.10