((4R,5R)-5-((R)-dodecyloxy(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol | 1192066-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((4R,5R)-5-((R)-dodecyloxy(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol
• 英文别名: [(4R,5R)-5-[(R)-dodecoxy(phenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
• CAS: 1192066-75-3
• 化学式: C₂₅H₄₂O₄
• 分子量: 406.606
• InChiKey: OXAZGZCGWKSTQO-SMIHKQSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  29
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((4R,5R)-5-((R)-dodecyloxy(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以90%的产率得到(4R,5S)-4-((R)-dodecyloxy(phenyl)methyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Total synthesis of 8-methoxygoniodiol related compounds via chiron approach

  摘要：

  The stereoselective synthesis of 8-methoxygoniodiol related compounds was accomplished by using readily available delta-gluconolactone as a chiral source. The stereoselective addition of an aryl Grignard reagent on an aldehyde, stereoselective reduction of a keto group and regioselective opening of a chiral epoxide by ethyl propiolate are the key steps involved in this synthesis. (c) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2009.05.034
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 水 、 氯化铵 作用下， 以 甲醇 为溶剂， 生成 ((4R,5R)-5-((R)-dodecyloxy(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol
  参考文献：
  名称：

  Total synthesis of 8-methoxygoniodiol related compounds via chiron approach

  摘要：

  The stereoselective synthesis of 8-methoxygoniodiol related compounds was accomplished by using readily available delta-gluconolactone as a chiral source. The stereoselective addition of an aryl Grignard reagent on an aldehyde, stereoselective reduction of a keto group and regioselective opening of a chiral epoxide by ethyl propiolate are the key steps involved in this synthesis. (c) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2009.05.034

文献信息

• Total synthesis of 8-methoxygoniodiol related compounds via chiron approach
  作者：Jhillu Singh Yadav、Batta Madhava Rao、Kodepelly Sanjeeva Rao

  DOI：10.1016/j.tetasy.2009.05.034

  日期：2009.8

  The stereoselective synthesis of 8-methoxygoniodiol related compounds was accomplished by using readily available delta-gluconolactone as a chiral source. The stereoselective addition of an aryl Grignard reagent on an aldehyde, stereoselective reduction of a keto group and regioselective opening of a chiral epoxide by ethyl propiolate are the key steps involved in this synthesis. (c) 2009 Published by Elsevier Ltd.