(S)-5-methoxycyclohex-2-enone | 936552-70-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-5-methoxycyclohex-2-enone
• 英文别名: (5S)-5-methoxycyclohex-2-en-1-one
• CAS: 936552-70-4
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: CLAKHSWTVLCGMU-ZETCQYMHSA-N

物化性质

• 沸点：
  201.2±40.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4-(methoxymethoxy)-6-methyl-3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile 、 (S)-5-methoxycyclohex-2-enone 在 lithium bis[trimethylsilyl]amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydroanthracen-1(2H)-one
  参考文献：
  名称：

  Total Syntheses of 2,2‘-epi-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin

  摘要：

  The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.

  DOI：

  10.1021/ja0685708
• 作为产物：
  描述：

  cis,cis-3-hydroxy-5-methyl-carbonyloxy-cyclohexyl acetate 在 吡啶 、 porcine liver esterase 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 phosphate buffer 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 39.05h， 生成 (S)-5-methoxycyclohex-2-enone
  参考文献：
  名称：

  Total Syntheses of 2,2‘-epi-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin

  摘要：

  The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.

  DOI：

  10.1021/ja0685708

文献信息

• Total Syntheses of 2,2‘-<i>epi</i>-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin
  作者：K. C. Nicolaou、Yee Hwee Lim、Jared L. Piper、Charles D. Papageorgiou

  DOI：10.1021/ja0685708

  日期：2007.4.1

  The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.