methyl (2S)-[4-methyl-8-oxocyclonon-(4E)-enyl]acetate | 1013330-34-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2S)-[4-methyl-8-oxocyclonon-(4E)-enyl]acetate
• 英文别名: methyl 2-[(1S,4E)-4-methyl-8-oxocyclonon-4-en-1-yl]acetate
• CAS: 1013330-34-1
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: XRYCRSAVGFHVJU-INJWIWPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 methyl (2S)-[4-methyl-8-oxocyclonon-(4E)-enyl]acetate 在 NaO-t-C₅H₁₁ 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以59%的产率得到(4R,11S,E)-7-methyl-1,4,4a,5,6,9,10,11a-octahydrocyclonona[c]pyran-3,11-dione
  参考文献：
  名称：

  An Unconventional Approach to the Enantioselective Synthesis of Caryophylloids

  摘要：

  The chiral enones 4 and ent-4 have been synthesized enantiomerically as configurationally stable compounds that can be used for the synthesis of caryophylloids. For instance, ent-4 has been converted to the marine natural product coraxeniolide A.

  DOI：

  10.1021/ja8003705
• 作为产物：
  描述：

  1-(叔丁基二甲基硅氧基)-1-甲氧基乙烯 、 (2Z,6E)-6-methylcyclonona-2,6-dien-1-one 在 triphenylmethyl perchlorate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以64%的产率得到methyl (2S)-[4-methyl-8-oxocyclonon-(4E)-enyl]acetate
  参考文献：
  名称：

  An Unconventional Approach to the Enantioselective Synthesis of Caryophylloids

  摘要：

  The chiral enones 4 and ent-4 have been synthesized enantiomerically as configurationally stable compounds that can be used for the synthesis of caryophylloids. For instance, ent-4 has been converted to the marine natural product coraxeniolide A.

  DOI：

  10.1021/ja8003705

文献信息

• An Unconventional Approach to the Enantioselective Synthesis of Caryophylloids
  作者：Oleg V. Larionov、E. J. Corey

  DOI：10.1021/ja8003705

  日期：2008.3.1

  The chiral enones 4 and ent-4 have been synthesized enantiomerically as configurationally stable compounds that can be used for the synthesis of caryophylloids. For instance, ent-4 has been converted to the marine natural product coraxeniolide A.