[(3'aR,4R,4'S,6'aR,8'S,9'aS,9'bS)-8'-hydroxy-2,2-dimethyl-3',6'-dimethylidene-2'-oxospiro[1,3-dioxolane-4,9'-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan]-4'-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate | 365530-02-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(3'aR,4R,4'S,6'aR,8'S,9'aS,9'bS)-8'-hydroxy-2,2-dimethyl-3',6'-dimethylidene-2'-oxospiro[1,3-dioxolane-4,9'-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan]-4'-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate
• CAS: 365530-02-5
• 化学式: C₂₂H₂₉ClO₈
• 分子量: 456.92
• InChiKey: HRAZFAXCNKEFGQ-UOOMPSRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(3'aR,4R,4'S,6'aR,8'S,9'aS,9'bS)-8'-hydroxy-2,2-dimethyl-3',6'-dimethylidene-2'-oxospiro[1,3-dioxolane-4,9'-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan]-4'-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 18.0h， 生成 15-O-deacetyl-3,15-isopropylidenerhaposerin
  参考文献：
  名称：

  摘要：

  Acetonation of rhaposerin is accompanied by migration of the O-acetyl group. Acetonation of 15-O-deacetylrhaposerin afforded isomeric O-isopropylidene derivatives containing five- and six-membered rings.

  DOI：

  10.1023/a:1015016503856
• 作为产物：
  描述：

  丙酮 、 15-O-deacetylrhaposerin 在 对甲苯磺酸 作用下， 反应 0.5h， 以32%的产率得到[(3'aR,4R,4'S,6'aR,8'S,9'aS,9'bS)-8'-hydroxy-2,2-dimethyl-3',6'-dimethylidene-2'-oxospiro[1,3-dioxolane-4,9'-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan]-4'-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate
  参考文献：
  名称：

  摘要：

  As part of our continuing studies of lactones from the aerial part of the plant Rhaponticum serratuloides, 15-O-deacetylrhaposerin and new guaianolide called rhaserin were isolated along with the well-known loliolide. The configuration of the C(17) asymmetric center in 15-O-deacetylrhaposerin was established by X-ray diffraction analysis. The molecular structure of rhaserin was determined based on the data from H-1 and C-13 NMR spectroscopy (including 2D NMR spectroscopy) of this lactone and its 4,15-O-isopropylidene derivative.

  DOI：

  10.1023/a:1011342130857