1,1-diethoxypent-2-en-4-ol | 18445-65-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-diethoxypent-2-en-4-ol
• CAS: 18445-65-3
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: YYFUYVCWRWIQRW-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  12.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,1-diethoxypent-2-en-4-ol 在 ruthenium trichloride 、 sodium periodate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 乳酸
  参考文献：
  名称：

  4-Hydroxynon-2-enal, a cytotoxic lipid peroxidation product, and its C5-analog 4-hydroxypent-2-enal: Enantioselective synthesis and stereoanalysis

  摘要：

  A stereoselective synthesis of the lipid peroxidation products 4-hydroxypent-2-enal (1a) and 4-hydroxynon-2-enal (1b) in high optical purity is presented. The configuration of 1a and b was established by Ru(III)-catalyzed oxidative degradation and subsequent stereoanalysis of the resulting alpha-hydroxy acids. It was demonstrated that 1a is configuratively stable under physiological conditions.

  DOI：

  10.1016/s0040-4020(01)81757-9
• 作为产物：
  描述：

  5,5-二乙氧基-戊-3-炔-2-醇 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 1,1-diethoxypent-2-en-4-ol
  参考文献：
  名称：

  4-Hydroxynon-2-enal, a cytotoxic lipid peroxidation product, and its C5-analog 4-hydroxypent-2-enal: Enantioselective synthesis and stereoanalysis

  摘要：

  A stereoselective synthesis of the lipid peroxidation products 4-hydroxypent-2-enal (1a) and 4-hydroxynon-2-enal (1b) in high optical purity is presented. The configuration of 1a and b was established by Ru(III)-catalyzed oxidative degradation and subsequent stereoanalysis of the resulting alpha-hydroxy acids. It was demonstrated that 1a is configuratively stable under physiological conditions.

  DOI：

  10.1016/s0040-4020(01)81757-9

文献信息

• Efficient Synthesis of the C1-C8 Fragment of Reveromycins
  作者：Keith E. Drouet、Hung V. Tran、Emmanuel A. Theodorakis

  DOI：10.1080/00397910008087279

  日期：2000.10

  A stereocontrolled synthesis of the Cl-C8 fragment of reveromycins is presented herein. Key to our strategy was the implementation of Evans' aldol reaction that delivered the desired stereochemistry at the C4 and C5 stereocenters.