2-(2-Hydroxyphenyl)ethyl hexanoate | 491845-55-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(2-Hydroxyphenyl)ethyl hexanoate
• CAS: 491845-55-7
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: LRPQGWNVPHHLAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Hydroxyphenyl)ethyl hexanoate 在 2-碘酰基苯甲酸 、 sodium dithionite 作用下， 以 甲醇 、 水 为溶剂， 反应 1.08h， 生成 2-(2,3-Dihydroxyphenyl)ethyl hexanoate
  参考文献：
  名称：

  Synthesis and Structure/Antioxidant Activity Relationship of Novel Catecholic Antioxidant Structural Analogues to Hydroxytyrosol and Its Lipophilic Esters

  摘要：

  A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are structural analogues of naturally occurring hydroxytyrosol (3,4-DHE). To evaluate structure/activity relationships, the antioxidant properties of all catecholic compounds were evaluated in vitro by ABTS assay and on whole cells by DCF fluorometric assay and compared with that of the corresponding already known hydroxytyrosyl derivatives. Results outline that all of the new catechols show antioxidant capacity in vitro higher than that of the corresponding hydroxytyrosyl derivatives. Less evident positive effects have been detected in whole cells experiments. Cytotoxicity experiments, using MTT assay, on a representative set of compounds evidenced no influence in cell survival.

  DOI：

  10.1021/jf301131a
• 作为产物：
  描述：

  邻羟基苯乙醇 、 己酰氯 以 碳酸二甲酯 为溶剂， 反应 24.0h， 生成 2-(2-Hydroxyphenyl)ethyl hexanoate
  参考文献：
  名称：

  Synthesis and Structure/Antioxidant Activity Relationship of Novel Catecholic Antioxidant Structural Analogues to Hydroxytyrosol and Its Lipophilic Esters

  摘要：

  A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are structural analogues of naturally occurring hydroxytyrosol (3,4-DHE). To evaluate structure/activity relationships, the antioxidant properties of all catecholic compounds were evaluated in vitro by ABTS assay and on whole cells by DCF fluorometric assay and compared with that of the corresponding already known hydroxytyrosyl derivatives. Results outline that all of the new catechols show antioxidant capacity in vitro higher than that of the corresponding hydroxytyrosyl derivatives. Less evident positive effects have been detected in whole cells experiments. Cytotoxicity experiments, using MTT assay, on a representative set of compounds evidenced no influence in cell survival.

  DOI：

  10.1021/jf301131a

文献信息

• Optically active benzene derivatives and process for preparation thereof
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0288297A2

  公开（公告）日：1988-10-26

  Disclosed are novel optically active benzene derivatives represented by the formula (I): wherein R represents an alkyl or alkoxyalkyl group having 1 to 20 carbon atoms, which group may contain a halogen; Z represents a hydrogen atom or a halogen atom; ℓ and n each represents a number of 0 or 1; and * indicates asymmetric carbon atom, and     a process for preparing the above optically active benzene derivative which comprises debenzylating an optically active benzyl derivative represented by the formula (II): wherein R, Z, ℓ, n and * have the same meanings as defined above, and A represents a hydrogen atom, a lower alkyl group, a lower alkoxyl group or a halogen atom.

  本发明公开了由式(I)代表的新型光学活性苯衍生物： 其中 R 代表具有 1 至 20 个碳原子的烷基或烷氧烷基，该基团可含有卤素；Z 代表氢原子或卤素原子；ℓ 和 n 各代表 0 或 1 的数字；* 表示不对称碳原子，以及 制备上述光学活性苯衍生物的工艺，该工艺包括去苄基化式 (II) 所代表的光学活性苄基衍生物： 其中 R、Z、ℓ、n 和 * 的含义与上述定义相同，A 代表氢原子、低级烷基、低级烷氧基或卤素原子。