[(1R,2S,5S,6S,9R,12S,13R,16S)-6-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-yl] acetate | 208261-21-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: [(1R,2S,5S,6S,9R,12S,13R,16S)-6-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-yl] acetate
• CAS: 208261-21-6
• 化学式: C₂₃H₃₄O₄
• 分子量: 374.521
• InChiKey: VOQUAVPLGXFWKQ-QHKUYLHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1R,2S,5S,6S,9R,12S,13R,16S)-6-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-yl] acetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以95%的产率得到(1R,2S,5S,6S,9R,12S,13R,16S)-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-ene-6,16-diol
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8
• 作为产物：
  描述：

  3β-acetoxy-18-iodopregn-5-ene-20-one 在 silver(I) acetate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以92%的产率得到[(1R,2S,5S,6S,9R,12S,13R,16S)-6-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-yl] acetate
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8