(1R)-hept-6-en-2-yl (3S)-3-hydroxy-4-pentenoate | 929554-18-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (1R)-hept-6-en-2-yl (3S)-3-hydroxy-4-pentenoate
• 英文别名: [(2R)-hept-6-en-2-yl] (3S)-3-hydroxypent-4-enoate
• CAS: 929554-18-7
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: LHGBGSZQHLVLMD-GHMZBOCLSA-N

物化性质

• 沸点：
  300.5±30.0 °C(Predicted)
• 密度：
  0.971±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R)-hept-6-en-2-yl (3S)-3-hydroxy-4-pentenoate 在 palladium on activated charcoal 、 Grubbs catalyst first generation 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 52.0h， 生成 diplodialide C
  参考文献：
  名称：

  Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach

  摘要：

  Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.11.045
• 作为产物：
  描述：

  (5R)-5-[1-(tert-butyl)-1,1-diphenylsilyl]oxyhexanal 在 吡啶 、 正丁基锂 、 2,4,6-三氯苯甲酰氯 、 氢氟酸 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 45.5h， 生成 (1R)-hept-6-en-2-yl (3S)-3-hydroxy-4-pentenoate
  参考文献：
  名称：

  Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach

  摘要：

  Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.11.045

文献信息

• Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach
  作者：G.V.M. Sharma、K. Laxmi Reddy

  DOI：10.1016/j.tetasy.2006.11.045

  日期：2006.12

  Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring. (c) 2006 Elsevier Ltd. All rights reserved.