6-(4-methoxyphenyl)-hexan-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(4-methoxyphenyl)-hexan-2-one
• 英文别名: 6-(4-methoxyphenyl)hexan-2-one；6-(4-methoxy-phenyl)-hexan-2-one；6-(4-Methoxy-phenyl)-hexan-2-on
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: ITLWEXMTTGYKLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  6-(4-methoxyphenyl)-hexan-2-one 在 四氢吡咯 、 palladium 10% on activated carbon 、 氢气 、 三溴化硼 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 氯仿 为溶剂， 反应 17.0h， 生成 1,7-bis(4'-hydroxyphenyl)-3-heptanone
  参考文献：
  名称：

  Total synthesis of acerogenins E, G and K, and centrolobol

  摘要：

  The first total synthesis of the diaiylheptanoid acerogenins E and K, isolated from Acer nikoense MAXIM., is described. Formation of the 13-membered m,m-cyclophane skeleton was successfully achieved on the basis of a domino process involving a Miyaura arylborylation intramolecular Suzuki reaction. The cyclization precursor was prepared via a Wittig reaction and Claisen Schmidt condensation, which proceeded in moderate yields. The total synthesis of acerogenin G and centrolobol was also achieved from a common synthetic intermediate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.065
• 作为产物：
  描述：

  C₁₅H₂₂O₃ 在 4-甲基苯磺酸吡啶 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以263 mg的产率得到6-(4-methoxyphenyl)-hexan-2-one
  参考文献：
  名称：

  Total synthesis of acerogenins E, G and K, and centrolobol

  摘要：

  The first total synthesis of the diaiylheptanoid acerogenins E and K, isolated from Acer nikoense MAXIM., is described. Formation of the 13-membered m,m-cyclophane skeleton was successfully achieved on the basis of a domino process involving a Miyaura arylborylation intramolecular Suzuki reaction. The cyclization precursor was prepared via a Wittig reaction and Claisen Schmidt condensation, which proceeded in moderate yields. The total synthesis of acerogenin G and centrolobol was also achieved from a common synthetic intermediate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.065

文献信息

• PERFLUOROKETONE COMPOUNDS AND USES THEREOF
  申请人：David Samuel

  公开号：US20100048727A1

  公开（公告）日：2010-02-25

  Novel perfluoroketone compounds of formula [I] and [Ia] are described. Also described are uses thereof, such as for inhibition of phospholipase A 2 activity. Therapeutic uses thereof are also described, such as for the treatment of neural conditions and/or inflammatory conditions, such as demyelinating (e.g., multiple sclerosis) and neural injury (e.g., spinal cord injury).

  本文描述了化学式[I]和[Ia]的新型全氟酮化合物。还描述了它们的用途，例如用于抑制磷脂酶A2活性。还描述了它们的治疗用途，例如用于治疗神经疾病和/或炎症疾病，如脱髓鞘（例如多发性硬化症）和神经损伤（例如脊髓损伤）。
• Suzuki−Miyaura Cross-Coupling Reactions of Primary Alkyltrifluoroborates with Aryl Chlorides
  作者：Spencer D. Dreher、Siang-Ee Lim、Deidre L. Sandrock、Gary A. Molander

  DOI：10.1021/jo900152n

  日期：2009.5.15

  Parallel microscale experimentation was used to develop general conditions for the Suzuki-Miyaura cross-coupling of diversely functionalized primary alkyltrifluoroborates with a variety of aryl chlorides. These conditions were found to be amenable to coupling with aryl bromides, iodides, and triflates as well. The conditions that were previously identified through similar techniques to promote the cross-coupling of secondary alkyltrifluoroborates with aryl chlorides were not optimal for the primary alkyltrifluoroborates, thus demonstrating the value of parallel experimentation to develop novel, substrate specific results.
• Kin, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1943, vol. 63, p. 376,381
  作者：Kin

  DOI：——

  日期：——
• Total synthesis of acerogenins E, G and K, and centrolobol
  作者：Tetsuhiro Ogura、Toyonobu Usuki

  DOI：10.1016/j.tet.2013.01.065

  日期：2013.4

  The first total synthesis of the diaiylheptanoid acerogenins E and K, isolated from Acer nikoense MAXIM., is described. Formation of the 13-membered m,m-cyclophane skeleton was successfully achieved on the basis of a domino process involving a Miyaura arylborylation intramolecular Suzuki reaction. The cyclization precursor was prepared via a Wittig reaction and Claisen Schmidt condensation, which proceeded in moderate yields. The total synthesis of acerogenin G and centrolobol was also achieved from a common synthetic intermediate. (C) 2013 Elsevier Ltd. All rights reserved.