(1S,3R,5R)-5-(羟基甲基)-1-甲基-1,3-环戊烷二醇 | 524011-36-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (1S,3R,5R)-5-(羟基甲基)-1-甲基-1,3-环戊烷二醇
• 英文名称: (1S,3R,5R)-5-(hydroxymethyl)-1-methylcyclopentane-1,3-diol
• 英文别名: 1,3-Cyclopentanediol, 5-(hydroxymethyl)-1-methyl-, (1S,3R,5R)-(9CI)
• CAS: 524011-36-7
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: BUVYIHTUFFQYOQ-QYNIQEEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl cis-4-hydroxy-2-methylcyclopent-2-ene-1-carboxylate 在 lithium aluminium tetrahydride 、 二甲基二环氧乙烷 、 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 186.0h， 生成 (1S,3R,5R)-5-(羟基甲基)-1-甲基-1,3-环戊烷二醇
  参考文献：
  名称：

  Enantioselective Synthesis of 3-Methylcarbapentofuranose Derivatives, Based on a Chemoenzymatic Procedure

  摘要：

  The enantioselective synthesis of 3-methylcarbapentofuranose derivatives through the use of a racemic substituted cyclopentenylcarboxylate as the carbon building block and a number of stereoselective transformations is described. All of the stereogenic centres of these derivatives are directed by the two stereogenic centres created early in the key cyclopentene moiety by a lipase-catalysed enantioselective acetylation.

  DOI：

  10.1002/1099-0690(200301)2003:1<92::aid-ejoc92>3.0.co;2-v

文献信息

• Enantioselective Synthesis of 3-Methylcarbapentofuranose Derivatives, Based on a Chemoenzymatic Procedure
  作者：Gérard Audran、Samir Acherar、Honoré Monti

  DOI：10.1002/1099-0690(200301)2003:1<92::aid-ejoc92>3.0.co;2-v

  日期：2003.1

  The enantioselective synthesis of 3-methylcarbapentofuranose derivatives through the use of a racemic substituted cyclopentenylcarboxylate as the carbon building block and a number of stereoselective transformations is described. All of the stereogenic centres of these derivatives are directed by the two stereogenic centres created early in the key cyclopentene moiety by a lipase-catalysed enantioselective acetylation.