4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one | 68263-68-3

• 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: 4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one
• 英文别名: Dihydrocaryophyllen-5-on；(1S,6S,9R)-6,10,10-trimethyl-2-methylidenebicyclo[7.2.0]undecan-5-one
• CAS: 68263-68-3
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: GWBJPNAWYMBRLQ-YNEHKIRRSA-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：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  石竹素 以16%的产率得到
  参考文献：
  名称：

  NOMURA, MASATO;FUJIHARA, YOSHIHITO, YUKAGAKU, 37,(1988) N, S. 97-101

  摘要：

  DOI：

文献信息

• Synthesis and oxidation of sulfides based on (–)-caryophyllene oxide and tert-butanethiol
  作者：J. W. Gyrdymova、E. S. Izmest´ev、S. A. Rubtsova、A. V. Kutchin

  DOI：10.1007/s11172-016-1441-9

  日期：2016.5

  An acid-catalyzed reaction of (–)-caryophyllene oxide with tert-butanethiol led to sulfides with the clovane structure of the sesquiterpene fragment in up to 63% yields. The oxidation of these sulfides gave sulfoxides in up to 38% yields (de 59%) and sulfones in up to 89%.

  (-)-石竹烯氧化物与叔丁硫醇的酸催化反应导致硫化物具有倍半萜烯片段的丁二烯结构，产率高达 63%。这些硫化物的氧化产生高达 38% 的亚砜（de 59%）和高达 89% 的砜。
• Synthesis and oxidation of sulfides based on caryophyllene oxide and phenylmethanethiol
  作者：Yu. V. Gyrdymova、E. S. Izmest’ev、S. A. Rubtsova、A. V. Kutchin

  DOI：10.1134/s1070428016030076

  日期：2016.3

  Lewis acid-catalyzed reaction of (-)-caryophyllene oxide with phenylmethanethiol gave sulfides with clovane and caryophyllane structure which were oxidized to the corresponding sulfoxides and sulfones in 74 and 84% yield, respectively.
• ——
  作者：L. E. Tatarova、D. V. Korchagina、V. A. Barkhash

  DOI：10.1023/a:1016595005735

  日期：——

  Products of reaction between caryophyllene 4beta,5alpha-epoxide and carbonyl compounds (acrolein, crotonaldehyde, alpha-methacrolein, and acetone) were synthesized on clay. Two diastereomers in reaction with each aldehyde and a single isomer with acetone were obtained. In reaction of the epoxide with acetone an isomerization product was isolated, 4,4,9-trimethyltricyclo[6.2.2.0(1.5)]dodec-9-en-2beta-ol that was unknown before.
• MOUTH-COATING FEEL ENHANCER
  申请人：AJINOMOTO CO., INC.

  公开号：US20220000157A1

  公开（公告）日：2022-01-06

  Mouth-coating feel enhancers containing a heated substance of the following (A) and/or a heated substance of the following (B), or at least one compound selected from compound group (C) described in the present specification: (A) (A1) a compound represented by the formula (I): wherein each symbol is as defined in the present specification, and (A2) at least one selected from the group consisting of an aliphatic aldehyde having 3 to 14 carbon atoms, an aromatic aldehyde having 7 to 12 carbon atoms, an aliphatic alcohol having 3 to 12 carbon atoms, and a substance that produces at least one of these compounds by heating (B) at least one compound selected from the group consisting of β-caryophyllene and a β-caryophyllene analogous compound are effective as mouth-coating feel enhancers and coffee-roasting sensation enhancers.