trans-pinocarvyl acetate | 33045-02-2

• 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: trans-pinocarvyl acetate
• 英文别名: 3-acetoxypinene；(1R:3S)-3-Acetoxy-pinen-(2(10))；(-)-O-Acetyl-trans-pinocarveol；3α-Acetoxy-pin-2(10)-en；trans-Pinocarveylacetat；trans-Pinocarvyl-acetat；Pinocarvyl acetate, trans-；[(1R,3S,5R)-6,6-dimethyl-2-methylidene-3-bicyclo[3.1.1]heptanyl] acetate
• CAS: 33045-02-2
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: UDBAGFUFASPUFS-VWYCJHECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-pinocarvyl acetate 在 palladium on activated charcoal 、 环己烷 作用下， 100.0 ℃ 、8.34 MPa 条件下， 生成 (+)-isopinocampheyl acetate
  参考文献：
  名称：

  Reactions of β-Pinene. II. With Selenium Dioxide in Acetic Acid¹

  摘要：

  DOI：

  10.1021/ja01260a016
• 作为产物：
  描述：

  beta-pinene 在 selenium(IV) oxide 、 乙酸酐 、 溶剂黄146 作用下， 生成 trans-pinocarvyl acetate
  参考文献：
  名称：

  Reactions of β-Pinene. II. With Selenium Dioxide in Acetic Acid¹

  摘要：

  DOI：

  10.1021/ja01260a016

文献信息

• Solvent Shifts of Methyl Proton Resonances of Pinanols and Related Compounds
  作者：Toshifumi Hirata

  DOI：10.1246/bcsj.45.3169

  日期：1972.10

  shifts of methyl protons of a number of bicyclo[3.1.1]heptanols and their acetates were measured on carbon tetrachloride and benzene in order to examine the correlation between the benzene-induced shifts and the spatial arrangements of the functional groups concerned. Thus, the shifts induced by benzene were found to be useful in establishing both the location and the stereochemistry of methyl protons

  在四氯化碳和苯上测量了许多双环 [3.1.1] 庚醇及其乙酸酯的甲基质子的化学位移，以检查苯引起的位移与相关官能团的空间排列之间的相关性。因此，发现苯引起的位移可用于确定位于蒎烷骨架中羟基或乙酰氧基官能团附近的甲基质子的位置和立体化学。
• Allylic Oxidation of Alkenes Catalyzed by a Copper–Aluminum Mixed Oxide
  作者：Ana Leticia García-Cabeza、Rubén Marín-Barrios、F. Javier Moreno-Dorado、María J. Ortega、Guillermo M. Massanet、Francisco M. Guerra

  DOI：10.1021/ol500198c

  日期：2014.3.21

  strategy for the allylic oxidation of cyclic alkenes with a copper–aluminum mixed oxide as catalyst is presented. The reaction involves the treatment of an alkene with a carboxylic acid employing tert-butyl hydroperoxide as the oxidant. In all cases, the corresponding allylic esters are obtained. When l-proline is employed, the allylic alcohol or ketone is obtained. The oxidation of cyclohexene and

  提出了一种以铜铝混合氧化物为催化剂的环状烯烃的烯丙基氧化策略。该反应包括使用叔丁基氢过氧化物作为氧化剂用羧酸处理烯烃。在所有情况下，均获得相应的烯丙基酯。当使用1-脯氨酸时，获得烯丙基醇或酮。环己烯和瓦伦烯的氧化已通过实验设计（DoE）统计方法进行了优化。
• The Absolute Configuration of Pinocarvone Oxide
  作者：Jun Katsuhara

  DOI：10.1246/bcsj.41.2700

  日期：1968.11

  (−)-pinocarvone oxide derived from (+)-pinocarvone into (−)-(1R:2S:3R:5R)-cis-2-hydroxypinocampheol and the conversion of (+)-pinocarvone oxide in (+)-(1R:2R:3R:5R)-trans-2-hydroxyneoisopinocampheol and (−)-(1R:2R:3R:5R)-cis-2-hydroxyisopinocampheol are described. With the knowledge of the absolute configurations of these glycols, it was concluded that (−)-pinocarvone oxide and (+)-pinocarvone oxide have the

  衍生自 (+)-松香酮的 (-)-松香酮氧化物转化为 (-)-(1R:2S:3R:5R)-cis-2-羟基松香酚以及 (+)-松香酮氧化物在 (+) 中的转化-(1R:2R:3R:5R)-反式-2-羟基新异松香酚和(-)-(1R:2R:3R:5R)-顺-2-羟基异松香酚被描述。根据对这些二醇的绝对构型的了解，得出结论：(-)-松香酮氧化物和 (+)-松香酮氧化物分别具有 (1R:2S:5R)- 和 (1R:2R:5R)-构型.
• Coxon,J.M. et al., Australian Journal of Chemistry, 1971, vol. 24, p. 1481 - 1486
  作者：Coxon,J.M. et al.

  DOI：——

  日期：——
• 1006. Some addition reactions of β-pinene derivatives
  作者：M. P. Hartshorn、A. F. A. Wallis

  DOI：10.1039/jr9640005254

  日期：——