(2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolane-2-carbaldehyde | 1198097-18-5

• 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: (2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolane-2-carbaldehyde
• CAS: 1198097-18-5
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: QXSLWMHFMBCSMX-YUELXQCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  磷酰基乙酸三乙酯 、 (2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolane-2-carbaldehyde 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 ethyl (E)-3-[(2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolan-2-yl]prop-2-enoate
  参考文献：
  名称：

  Stereoselective synthesis of the densely functionalized C1–C9 fragment of amphidinolides C and F

  摘要：

  The synthesis of the C1-C9 subunit of amphidinolides C and F is described. Key steps include tandem Sharpless asymmetric dihydroxylation-S(N)2 cyclization reaction, Lewis acid-mediated epoxide opening, Wittig reaction, and Wacker oxidation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.001
• 作为产物：
  描述：

  [(2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolan-2-yl]methanol 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2R,4R,5S)-4-methyl-5-(2-phenylmethoxyethyl)oxolane-2-carbaldehyde
  参考文献：
  名称：

  Stereoselective synthesis of the densely functionalized C1–C9 fragment of amphidinolides C and F

  摘要：

  The synthesis of the C1-C9 subunit of amphidinolides C and F is described. Key steps include tandem Sharpless asymmetric dihydroxylation-S(N)2 cyclization reaction, Lewis acid-mediated epoxide opening, Wittig reaction, and Wacker oxidation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.001

文献信息

• Stereoselective synthesis of the densely functionalized C1–C9 fragment of amphidinolides C and F
  作者：Debendra K. Mohapatra、Pavankumar Dasari、Hasibur Rahaman、Rita Pal

  DOI：10.1016/j.tetlet.2009.09.001

  日期：2009.11

  The synthesis of the C1-C9 subunit of amphidinolides C and F is described. Key steps include tandem Sharpless asymmetric dihydroxylation-S(N)2 cyclization reaction, Lewis acid-mediated epoxide opening, Wittig reaction, and Wacker oxidation. (C) 2009 Elsevier Ltd. All rights reserved.