spiroleptosphol | 1060700-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: spiroleptosphol
• 英文别名: (4R,5R,6R,7R,10R)-10-[(E,3R,5R)-3,5-dimethylhept-1-enyl]-4,6,7-trihydroxy-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one
• CAS: 1060700-92-6
• 化学式: C₁₉H₂₈O₅
• 分子量: 336.428
• InChiKey: FCZKZHGNJNETSF-YTZRTTPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  spiroleptosphol 在 臭氧 、 sodium tetrahydroborate 作用下， 以65%的产率得到(2R,4R)-2,4-dimethylhexan-1-ol
  参考文献：
  名称：

  Spiroleptosphol isolated from Leptosphaeria doliolum

  摘要：

  A novel gamma-methylidene-spirobutanolide spirolephtoshol (1) was isolated from ascomycetous fungus Leptosphaeria doliolum as a cytotoxic compound. The relative structure was established by the NMR analysis involving the NOE experiments. Absolute structure of the bicyclic moiety was determined by chemical derivation followed by the CD analysis. The relative and absolute stereochemistry of the side chain was established by comparison of the (1)H NMR spectra and the chiral GC chromatograms of the degradation product with the synthetic samples. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.087

文献信息

• Spiroleptosphol isolated from Leptosphaeria doliolum
  作者：Masaru Hashimoto、Taro Tsushima、Takanori Murakami、Masahiro Nomiya、Noboru Takada、Kazuaki Tanaka

  DOI：10.1016/j.bmcl.2008.05.087

  日期：2008.7

  A novel gamma-methylidene-spirobutanolide spirolephtoshol (1) was isolated from ascomycetous fungus Leptosphaeria doliolum as a cytotoxic compound. The relative structure was established by the NMR analysis involving the NOE experiments. Absolute structure of the bicyclic moiety was determined by chemical derivation followed by the CD analysis. The relative and absolute stereochemistry of the side chain was established by comparison of the (1)H NMR spectra and the chiral GC chromatograms of the degradation product with the synthetic samples. (C) 2008 Elsevier Ltd. All rights reserved.