Trunculin C methyl ester | 132410-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: Trunculin C methyl ester
• 英文别名: methyl (2R)-2-[(3R,6R)-6-[(2S,3aS,4R,9bS)-3a,4,7,9b-tetramethyl-2,3,4,5-tetrahydrobenzo[g][1]benzofuran-2-yl]-6-methyldioxan-3-yl]propanoate
• CAS: 132410-35-6
• 化学式: C₂₅H₃₆O₅
• 分子量: 416.558
• InChiKey: SZMDSEBGARTKFL-JUCBFFMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Trunculin C methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以3.7 mg的产率得到(2R,3R,6R)-3,6-Dihydroxy-2-methyl-6-((2S,3aS,4R,9bS)-3a,4,7,9b-tetramethyl-2,3,3a,4,5,9b-hexahydro-naphtho[1,2-b]furan-2-yl)-heptanoic acid methyl ester
  参考文献：
  名称：

  Norsesterterpene peroxides from the sponge Latrunculia sp

  摘要：

  A specimen of the sponge Latrunculia sp. from Jervis Bay, Australia, contained three new norsesterterpene peroxides, trunculin C methyl ester (3), trunculin D methyl ester (4), and trunculin E (5). The structure of trunculin C methyl ester (3) was determined by X-ray analysis, and the absolute configuration was established by application of the Horeau method to the diol 7. The structures of trunculin D methyl ester (4) and trunculin E (5) were elucidated by interpretation of spectral data, by chemical interconversion, and by using a biosynthetic hypothesis. Trunculin C methyl ester (3) and trunculin D methyl ester (4) have a novel carbon skeleton.

  DOI：

  10.1021/jo00006a028
• 作为产物：
  描述：

  Trunculin D methyl ester 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 0.67h， 以2.8 mg的产率得到Trunculin C methyl ester
  参考文献：
  名称：

  Norsesterterpene peroxides from the sponge Latrunculia sp

  摘要：

  A specimen of the sponge Latrunculia sp. from Jervis Bay, Australia, contained three new norsesterterpene peroxides, trunculin C methyl ester (3), trunculin D methyl ester (4), and trunculin E (5). The structure of trunculin C methyl ester (3) was determined by X-ray analysis, and the absolute configuration was established by application of the Horeau method to the diol 7. The structures of trunculin D methyl ester (4) and trunculin E (5) were elucidated by interpretation of spectral data, by chemical interconversion, and by using a biosynthetic hypothesis. Trunculin C methyl ester (3) and trunculin D methyl ester (4) have a novel carbon skeleton.

  DOI：

  10.1021/jo00006a028