ent-7βH-eudesma-3,11-diene | 28290-23-5

• 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: ent-7βH-eudesma-3,11-diene
• 英文别名: ent-7βH-Eudesma-3,11-dien；(3R,4aS,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-2,3,4,4a,7,8-hexahydro-1H-naphthalene
• CAS: 28290-23-5
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: OZQAPQSEYFAMCY-KFWWJZLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  (1R,4aR,7R,8aR)-8a-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-2(1H)-one 在 盐酸 、 sodium tetrahydroborate 、 乙醇 、 氨 、 lithium 、 lithium carbonate 、 lithium bromide 作用下， 以 吡啶 、 甲醇 、 乙醚 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.83h， 生成 ent-7βH-eudesma-3,11-diene
  参考文献：
  名称：

  Enantioselective Total Syntheses of (−)-7βH-Eudesmane-4α,11-diol and (+)-ent-7βH-Eudesmane-4α,11-diol

  摘要：

  The syntheses of (-)-7 beta H-eudesmane-4 alpha,11-diol (2) and (+)-ent-7 beta H-eudesmane-4 alpha,11-diol (ent-2) were carried out starting from (-)- and (+)-dihydrocarvones. As a result, the structure, including absolute configuration, of the naturally occurring eudesmane-4,11-diol isolated from Pluchea arguta was determined to be (+)-ent-7 beta H-eudesmane-4 alpha,11-diol (ent-2).

  DOI：

  10.1021/np9702906

文献信息

• Eudesmane glycosides fromCarthamus lanatus
  作者：Arturo San Feliciano、Manuel Medarde、Benedicto Del Rey、Jose M. Miguel Del Corral、Alejandro F. Barrero

  DOI：10.1016/0031-9422(90)80186-k

  日期：1990.1

  Abstract Two new eudesmane glycosides, intermedeol β- d -fucopyranoside and its 2′ α-methylbutyrate, were isolated from the hexane extract of Carthamus lanatus and their structures established by spectral and chemical means.

  摘要 从红花正己烷提取物中分离得到两种新的eudesmane 苷，intermedeol β-d-fupyranoside 及其2' α-methylbutyrate，并通过光谱和化学方法建立了它们的结构。
• Synthetic approaches to 10-epieudesmane sesquiterpenes. A synthesis of intermedeol
  作者：J. W. Huffman、C. A. Miller、A. R. Pinder

  DOI：10.1021/jo00885a011

  日期：1976.11
• Structure of paradisiol, a new sesquiterpene alcohol from grapefruit oil
  作者：Kenneth L. Stevens、H. Sulser、J. R. Scherer

  DOI：10.1021/jo00816a009

  日期：1971.8
• CAINE, DRURY;STANHOPE, BRUCE;FIDDLER, STACEY, J. ORG. CHEM., 53,(1988) N 17, 4124-4127
  作者：CAINE, DRURY、STANHOPE, BRUCE、FIDDLER, STACEY

  DOI：——

  日期：——
• Enantioselective Total Syntheses of (−)-7β<i>H</i>-Eudesmane-4α,11-diol and (+)-<i>ent</i>-7β<i>H</i>-Eudesmane-4α,11-diol
  作者：Fumito Shimoma、Hisao Kondo、Saori Yuuya、Toshio Suzuki、Hisahiro Hagiwara、Masayoshi Ando

  DOI：10.1021/np9702906

  日期：1998.1.1

  The syntheses of (-)-7 beta H-eudesmane-4 alpha,11-diol (2) and (+)-ent-7 beta H-eudesmane-4 alpha,11-diol (ent-2) were carried out starting from (-)- and (+)-dihydrocarvones. As a result, the structure, including absolute configuration, of the naturally occurring eudesmane-4,11-diol isolated from Pluchea arguta was determined to be (+)-ent-7 beta H-eudesmane-4 alpha,11-diol (ent-2).