trans-pin-3-en-2-ol | 35408-11-8

• 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-pin-3-en-2-ol
• 英文别名: trans-piren-2-ol；(1S)-pin-3-en-2exo-ol；(1S,2R)-pin-3-en-2-ol；2-Hydroxy-10β-pin-3-en；(2R)-(-)-cis-Pin-3-en-2-ol；(-)-cis-Pin-3-en-2-ol；(1S,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol
• CAS: 35408-11-8
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: QBKKSIMANOEXOI-KHQFGBGNSA-N

物化性质

• 沸点：
  204.9±9.0 °C(Predicted)
• 密度：
  0.999±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  trans-pin-3-en-2-ol 生成 香叶醇
  参考文献：
  名称：

  Coxon,J.M. et al., Australian Journal of Chemistry, 1972, vol. 25, p. 353 - 360

  摘要：

  DOI：
• 作为产物：
  描述：

  (+)-epoxyverbenone 在 一水合肼 、 溶剂黄146 作用下， 生成 trans-pin-3-en-2-ol
  参考文献：
  名称：

  立体化学的碱性环氧化反应

  摘要：

  在环状单萜中，与羰基结合的环内双键的碱催化环氧化1遵循高度立体选择性的过程，从而产生单个差向异构体。在该反应中，环外双键从两侧被攻击。

  DOI：

  10.1016/s0040-4020(01)99364-0

文献信息

• Lithium–potassium superbases as key reagents for the base-catalysed isomerisation of some terpenoids
  作者：Annamaria Deagostino、Paolo Balma Tivola、Cristina Prandi、Paolo Venturello

  DOI：10.1039/b106906c

  日期：2001.11.1

  Some representative monoterpenes have been isomerised under the influence of Schlosser's lithium–potassium mixed superbases, promoting β-elimination reactions. The results are compared with those obtained with butyllithium and LDA. Different selectivities and different reaction yields are achieved as a function of the base employed. These results confirm the particular reactivity of bimetallic reagents

  一些代表 单萜在Schlosser的锂-钾混合超碱的影响下已被异构化，促进了β-消除反应。将结果与使用丁基锂 和 LDA。根据所使用的碱，实现了不同的选择性和不同的反应产率。这些结果证实了双金属试剂的特殊反应性。在本文中提出，观察到的选择性可能取决于底物的构象特征，有机金属试剂的强度以及消除反应的空间要求。
• Photocatalytic enantiodiscriminating oxygenation with cyclodextrin-linked porphyrins and molecular oxygen
  作者：Lutz Weber、Ines Imiolczyk、G�nter Haufe、Detlef Rehorek、Horst Hennig

  DOI：10.1039/c39920000301

  日期：——

  2,6-Permethylated β-cyclodextrin-linked iron and manganese porphyrins catalyse the enantioselective oxygenation of a racemic mixture of (S)-α-pinene and (R)-α-pinene with molecular oxygen under irradiation with visible light.

  在可见光照射下，2,6-过甲基化β-环糊精连接的铁卟啉和锰卟啉催化了(S)-α-蒎烯和(R)-α-蒎烯的外消旋混合物与分子氧的对映选择性加氧反应。
• Die absolute konfiguration des linalools durch verknüpfung mit dem pinansystem
  作者：G. Ohloff、E. Klein

  DOI：10.1016/0040-4020(62)80021-0

  日期：1962.1

  A new independent proof of the absolute configuration of linalool is given by its pyrolytical formation from the diastereomeric pinane-2-ols.

  芳樟醇的绝对构型的新的独立证明是由非对映体pin烷-2-醇的热解形成提供的。
• ANGIOGENIC RESORCINOL DERIVATIVES
  申请人：Makriyannis Alexandros

  公开号：US20120172339A1

  公开（公告）日：2012-07-05

  Novel resorcinol derivatives and methods of preparation and use are presented. These compounds can stimulate angiogenesis as a biological function triggered by the activation of one cannabinoid receptor distinct from CB1 and CB2. Thus, these compounds are specific ligands for one cannabinoid receptor distinct from CB1 and CB2. The invented compounds, when administered in a therapeutically effective amount to an individual or animal, results in a sufficiently high level of that compound in the individual or animal to cause a physiological response. The physiological response may be useful to treat a number of physiological conditions.

  本发明提供了新型间苯二酚衍生物的制备方法和用途。这些化合物可以刺激血管生成，作为一种由激活与CB1和CB2不同的一种大麻素受体而触发的生物学功能。因此，这些化合物是与CB1和CB2不同的一种大麻素受体的特异性配体。当以治疗有效量的方式向个体或动物施用这些发明化合物时，会在个体或动物中产生足够高的该化合物水平，从而引起生理反应。这种生理反应可能有助于治疗许多生理状况。
• Photocatalytic Oxygenation of Hydrocarbons with (Tetraarylporphyrinato)iron(III) Complexes and Molecular Oxygen. Comparison with Microsomal Cytochrome P-450 Mediated Oxygenation Reactions
  作者：L. Weber、R. Hommel、J. Behling、G. Haufe、H. Hennig

  DOI：10.1021/ja00085a020

  日期：1994.3

  Photocatalytic oxygenation of various alkenes with dioxygen and (5,10,15,20-tetraarylporphyrinato)iron(III) complexes yielded allylic oxygenation products and/or epoxides. The product composition was found to be influenced both by the nature of the used substrate and by the concentrations, as well as the axial ligands. Alkenes with strained carbon double bonds gave preferentially epoxides whereas mainly allylic oxygenation was observed for unstrained alkenes. The proposed reaction mechanisms involve the oxoiron(IV) porphyrinate (P)Fe(IV)=O as the catalytically active species whose selectivity is related to that of the oxygenation of alpha-pinene with microsomal cytochromes P-450 and P-420 obtained from the yeast strain Torulopsis apicola. Oxygenation products observed with both systems give evidence for the occurrence of an oxoiron(IV) heme species in microsomal cytochrome P-450 mediated reactions. The enantio-, regio-, and chemoselectivities of the photooxygenation with iron(III) porphyrins and molecular oxygen are explained in terms of abstraction of an allylic hydrogen atom, catalyzed autoxidation and ''direct'' oxygen-transfer reactions.