Ethyl (4S)-5-(benzyloxy)-4-methylpent-2-enoate | 192388-25-3

• 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: Ethyl (4S)-5-(benzyloxy)-4-methylpent-2-enoate
• 英文别名: ethyl (4S)-4-methyl-5-phenylmethoxypent-2-enoate
• CAS: 192388-25-3
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: FDXBHIQEVCGYKB-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  Ethyl (4S)-5-(benzyloxy)-4-methylpent-2-enoate 在 锂硼氢 作用下， 以 乙醚 为溶剂， 反应 48.0h， 生成 (S)-5-(phenylmethoxy)-4-methylpentanal
  参考文献：
  名称：

  Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C22–C34 fragment of the molecule

  摘要：

  A stereoselective synthesis of the C22-C34 fragment of the non-immunosuppressive immunophilin-binding natural product, antascomicin A was achieved using D-quinic acid as the starting material and highly stereoselective aldol reactions were employed, as key steps, to build the remaining stereocentres at C23, C26 and C27. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.115
• 作为产物：
  描述：

  methyl (2R)-3-(benzyloxy)-2-methylpropanoate 在 lithium aluminium tetrahydride 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 Ethyl (4S)-5-(benzyloxy)-4-methylpent-2-enoate
  参考文献：
  名称：

  Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C22–C34 fragment of the molecule

  摘要：

  A stereoselective synthesis of the C22-C34 fragment of the non-immunosuppressive immunophilin-binding natural product, antascomicin A was achieved using D-quinic acid as the starting material and highly stereoselective aldol reactions were employed, as key steps, to build the remaining stereocentres at C23, C26 and C27. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.115

文献信息

• Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C22–C34 fragment of the molecule
  作者：Tushar Kanti Chakraborty、Bajjuri Krishna Mohan、Midde Sreekanth

  DOI：10.1016/j.tetlet.2006.05.115

  日期：2006.7

  A stereoselective synthesis of the C22-C34 fragment of the non-immunosuppressive immunophilin-binding natural product, antascomicin A was achieved using D-quinic acid as the starting material and highly stereoselective aldol reactions were employed, as key steps, to build the remaining stereocentres at C23, C26 and C27. (c) 2006 Elsevier Ltd. All rights reserved.