(E)-(S)-4-((R)-1-Methoxy-allyl)-5,9-dimethyl-deca-1,5-dien-3-one | 867019-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-(S)-4-((R)-1-Methoxy-allyl)-5,9-dimethyl-deca-1,5-dien-3-one
• 英文别名: (4S,5E)-4-[(1R)-1-methoxyprop-2-enyl]-5,9-dimethyldeca-1,5-dien-3-one
• CAS: 867019-07-6
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: RYDNQTNMYIRGLU-SXRGSSEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-(S)-4-((R)-1-Methoxy-allyl)-5,9-dimethyl-deca-1,5-dien-3-one 在 (N,N'-Mes₂-cyclo-C₃H₅N₂)(PCy₃)(Cl)2Ru=CHPh 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以60%的产率得到(4R,5S)-5-((E)-1,5-Dimethyl-hex-1-enyl)-4-methoxy-cyclopent-2-enone
  参考文献：
  名称：

  A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: synthetic problems and solutions

  摘要：

  The preparation of a simple 1-oxa-spiro[2.4]heptane derivative is described. Observations made in the course of the synthesis show again that apparently minor structural modifications of the dienic substrate exert a strong influence on the ring-closing metathesis outcome and that the efficient construction of even simple but highly substituted systems by RCM may constitute a synthetic challenge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.136
• 作为产物：
  描述：

  (S)-4-Benzyl-3-[(E)-(S)-2-((R)-1-hydroxy-allyl)-3,7-dimethyl-oct-3-enoyl]-oxazolidin-2-one 在 4 A molecular sieve 、 三甲基铝 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 34.0h， 生成 (E)-(S)-4-((R)-1-Methoxy-allyl)-5,9-dimethyl-deca-1,5-dien-3-one
  参考文献：
  名称：

  A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: synthetic problems and solutions

  摘要：

  The preparation of a simple 1-oxa-spiro[2.4]heptane derivative is described. Observations made in the course of the synthesis show again that apparently minor structural modifications of the dienic substrate exert a strong influence on the ring-closing metathesis outcome and that the efficient construction of even simple but highly substituted systems by RCM may constitute a synthetic challenge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.136

文献信息

• A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: synthetic problems and solutions
  作者：Vincent Rodeschini、Pierre Van de Weghe、Céline Tarnus、Jacques Eustache

  DOI：10.1016/j.tetlet.2005.07.136

  日期：2005.9

  The preparation of a simple 1-oxa-spiro[2.4]heptane derivative is described. Observations made in the course of the synthesis show again that apparently minor structural modifications of the dienic substrate exert a strong influence on the ring-closing metathesis outcome and that the efficient construction of even simple but highly substituted systems by RCM may constitute a synthetic challenge. (c) 2005 Elsevier Ltd. All rights reserved.