4-hydroxy-6,10-dimethylundeca-5,9-dien-2-one | 57548-37-5

• 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: 4-hydroxy-6,10-dimethylundeca-5,9-dien-2-one
• 英文别名: 4-Hydroxy-6,10-dimethylundeca-5,9-dien-2-one
• CAS: 57548-37-5
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: CUEGEJLBVIFULZ-UHFFFAOYSA-N

物化性质

• 沸点：
  340.3±30.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3,7-二甲基-2,6-辛二烯醛 、 丙酮 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 4-hydroxy-6,10-dimethylundeca-5,9-dien-2-one
  参考文献：
  名称：

  微流体条件下传统有机反应的复兴：天然产物合成的新范式

  摘要：

  描述了生物活性天然产物的连续流合成。开发了使用微流体系统的有效程序，用于大规模合成糖蛋白中天冬酰胺连接的寡糖的重要合成单元。微流体条件的有利方面，即有效的混合，快速的传热和停留时间的控制导致阳离子介导的反应，例如α-唾液酸化，β-甘露糖基化和亚苄基乙缩醛基团的还原打开，产率高。开发了微流体脱水用于工业规模合成免疫刺激性天然萜类化合物烷。在水性双相系统中碱介导的羟醛缩合使得能够以高产率合成β-羟基酮。

  DOI：

  10.1021/op900084f

文献信息

• [EN] APPARATUS FOR AND PROCESS OF MAKING PSEUDOIONONE AND HYDROXY PSEUDOIONONE<br/>[FR] APPAREIL ET PROCÉDÉ DE PRODUCTION DE PSEUDOIONONE ET D'HYDROXY PSEUDOIONONE
  申请人：BASF SE

  公开号：WO2020099461A1

  公开（公告）日：2020-05-22

  The invention relates to an apparatus (1) for producing pseudoionone and hydroxy pseudoionone. It suggests an apparatus (1) comprising first and second substantially vertically oriented reactor chambers oriented such that components flow through the first and second reactor chambers in different directions, wherein the first reactor chamber (13) is configured to receive a first component feed (C1) containing a first aqueous mixture through an inlet (15), and to produce a second aqueous mixture, and wherein the apparatus (1) comprises a mixing device (17) positioned downstream of the first component feed inlet (15)and configured to add a second component feed (C2) to the first component feed (C1) when the second aqueous mixture has formed, and the second reactor chamber (23) is configured to receive the first and second component feeds unified in the mixing device (17) from the first reactor chamber (13) and to produce a third aqueous mixture from the first and second aqueous mixtures. The invention further suggests a method and a use for producing pseudoionone and hydroxy pseudoionone.

  该发明涉及一种用于生产伪紫罗兰酮和羟基伪紫罗兰酮的装置（1）。它提出了一种装置（1），包括第一和第二基本垂直定向的反应器室，使得组分通过第一和第二反应器室以不同方向流动，其中第一反应器室（13）被配置为通过入口（15）接收含有第一水混合物的第一组分进料（C1），并产生第二水混合物，该装置（1）包括一个混合装置（17），位于第一组分进料入口（15）的下游，并且在第二水混合物形成时配置为向第一组分进料（C1）添加第二组分进料（C2），第二反应器室（23）被配置为从第一反应器室（13）接收在混合装置（17）中统一的第一和第二组分进料，并从第一和第二水混合物中产生第三水混合物。该发明进一步提出了一种用于生产伪紫罗兰酮和羟基伪紫罗兰酮的方法和用途。
• KF on γ-alumina: An efficient catalyst for the aldol condensation to pseudoionones
  作者：Vadikukarasi Raju、Rajitha Radhakrishnan、Stephan Jaenicke、Gaik Khuan Chuah

  DOI：10.1016/j.cattod.2010.10.043

  日期：2011.4

  KF/gamma-alumina is an effective catalyst for the aldol condensation of citral with acetone. Even at a relatively low acetone/citral ratio of 1-10, the selectivity to pseudoionones was high, ranging between 82% and 97%. X-ray diffraction shows the presence of KF and K3AlF6 crystallographic phases on the supported catalyst. At KF loadings of 3-6.75 mmol g(-1), a pretreatment of the catalyst by heating to 450 degrees C was necessary to obtain an active catalyst. However, samples with KF loadings of 8.5 mmol g(-1) and higher were active even without pretreatment, facilitating handling and use of the catalysts. The development of (1 1 1) planes revealed by in situ XRD during the thermal activation process correlates with the activity for aldol condensation. (C) 2010 Elsevier B. V. All rights reserved.
• Renaissance of Traditional Organic Reactions under Microfluidic Conditions: A New Paradigm for Natural Products Synthesis
  作者：Katsunori Tanaka、Koichi Fukase

  DOI：10.1021/op900084f

  日期：2009.9.18

  synthesis for bioactive natural products is described. Efficient procedures using the microfluidic system were developed for the large-scale synthesis of important synthetic units of asparagine-linked oligosaccharide in glycoprotein. Advantageous aspects of microfluidic conditions, i.e., efficient mixing, fast heat transfer, and residence time control led to cation-mediated reactions, such as α-sialylation

  描述了生物活性天然产物的连续流合成。开发了使用微流体系统的有效程序，用于大规模合成糖蛋白中天冬酰胺连接的寡糖的重要合成单元。微流体条件的有利方面，即有效的混合，快速的传热和停留时间的控制导致阳离子介导的反应，例如α-唾液酸化，β-甘露糖基化和亚苄基乙缩醛基团的还原打开，产率高。开发了微流体脱水用于工业规模合成免疫刺激性天然萜类化合物烷。在水性双相系统中碱介导的羟醛缩合使得能够以高产率合成β-羟基酮。