ethyl (E,5R)-5,6-dihydroxyhex-2-enoate | 1005406-32-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E,5R)-5,6-dihydroxyhex-2-enoate
• CAS: 1005406-32-5
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: RDIGZWHKCLJURG-OHCKJTPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (E,5R)-5,6-dihydroxyhex-2-enoate 、 叔丁氧基二苯基氯硅烷 以86%的产率得到
  参考文献：
  名称：

  GILLARD, JOHN W.;FORTIN, REJEAN;MORTON, HOWARD E.;YOAKIM, CHRISTIANE;QUES+, J. ORG. CHEM., 53,(1988) N 11, 2602-2608

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-ethyl 4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以90%的产率得到ethyl (E,5R)-5,6-dihydroxyhex-2-enoate
  参考文献：
  名称：

  Trimethylsilyl Trifluoromethanesulfonate (TMSOTf) Assisted Facile Deprotection of N,O-Acetonides

  摘要：

  [GRAPHICS]Employing TMSOTf as an easily available reagent, we have developed a mild and efficient method for the deprotection of both terminal and internal NO-acetonide functionalities. Various regularly used protecting groups and common organic functional moieties were found to be unaffected by the described reaction conditions. In a few representative examples, the present method was also extended to deprotect acetonides obtained from 1,2-, and 1,3-terminal diols. The acetonide deprotection protocol described herein is expected to be a useful addition to the presently available methods for performing the above transformation.

  DOI：

  10.1021/jo7021923