spirojatamol | 128487-46-7

• 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: spirojatamol
• 英文别名: (4S,5S,7R)-4-methyl-10-methylidene-7-propan-2-ylspiro[4.5]decan-4-ol
• CAS: 128487-46-7
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: AEUBOEQPIBOTGP-ILXRZTDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  spirojatamol 在 二甲基硫 、 对甲苯磺酸 、 臭氧 作用下， 以 四氢呋喃 为溶剂， 反应 3.58h， 生成 Acetic acid (1R,5S,9S)-9-isopropyl-1-methyl-6-oxo-spiro[4.5]dec-1-yl ester
  参考文献：
  名称：

  Spirojatamol，Nardostachys jatamansi根的一种新的骨骼倍半萜

  摘要：

  从Nardostachys jatamansi的根中分离出新的倍半萜1，并通过光谱数据和化学证据确定其结构。化合物1具有新颖的螺状倍半萜骨架。

  DOI：

  10.1016/s0040-4020(01)81961-x
• 作为产物：
  描述：

  紫苏子醇 在 palladium diacetate 、 三丁基膦 、 diethylzinc 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 spirojatamol
  参考文献：
  名称：

  Synthesis of (−)-Erythrodiene and (+)-7-Epispirojatamolvia Intramolecular Pd-Catalyzed Allylzincation

  摘要：

  Two spirobicyclic sesquiterpenoids, (-)-erythrodiene (1) and (+)-7-epispirojatamol (30),were synthesized in enantiomerically pure form via an intramolecular allylzincation process. The allylzinc species were formed in the presence of Et,Zn via transmetallation of a catalytically generated allylpalladium intermediate. Several Pd catalysts were tested for this transformation, and [Pd(OAc)(2)/Bu3P(1 equiv.) was found to be, by far, the most effective. Whereas the preparation of 1 involved allylzincation of a tethered terminal olefin. 30 was formed via a novel intramolecular allylzincation of a methyl ketone. Both reactions showed the same stereochemical preference. yielding the spirobicyclic products in 95:5 and 4:1 diastereoisomer ratios, respectively.

  DOI：

  10.1002/1522-2675(20010228)84:2<416::aid-hlca416>3.0.co;2-k

文献信息

• Synthesis of (−)-Erythrodiene and (+)-7-Epispirojatamolvia Intramolecular Pd-Catalyzed Allylzincation
  作者：Wolfgang Oppolzer、Felix Flachsmann

  DOI：10.1002/1522-2675(20010228)84:2<416::aid-hlca416>3.0.co;2-k

  日期：2001.2.28

  Two spirobicyclic sesquiterpenoids, (-)-erythrodiene (1) and (+)-7-epispirojatamol (30),were synthesized in enantiomerically pure form via an intramolecular allylzincation process. The allylzinc species were formed in the presence of Et,Zn via transmetallation of a catalytically generated allylpalladium intermediate. Several Pd catalysts were tested for this transformation, and [Pd(OAc)(2)/Bu3P(1 equiv.) was found to be, by far, the most effective. Whereas the preparation of 1 involved allylzincation of a tethered terminal olefin. 30 was formed via a novel intramolecular allylzincation of a methyl ketone. Both reactions showed the same stereochemical preference. yielding the spirobicyclic products in 95:5 and 4:1 diastereoisomer ratios, respectively.
• Spirojatamol, a new skeletal sesquiterpenoid of roots
  作者：Anjana Bagchi、Yoshiteru Oshima、Hiroshi Hikino

  DOI：10.1016/s0040-4020(01)81961-x

  日期：1990.1

  A new sesquiterpenoid 1 was isolated from the roots of Nardostachys jatamansi and its structure was established by means of spectroscopic data and chemical evidences. Compound 1 has a novel spiranic sesquiterpenoid skeleton.

  从Nardostachys jatamansi的根中分离出新的倍半萜1，并通过光谱数据和化学证据确定其结构。化合物1具有新颖的螺状倍半萜骨架。