4-Hydroxy-tridecan-2-on | 95522-83-1

• 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: 4-Hydroxy-tridecan-2-on
• 英文别名: 4-hydroxy-2-tridecanone；4-hydroxytridecan-2-one
• CAS: 95522-83-1
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: QNZPJZKNSHWQFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-tridecan-2-on 在 氢氧化钾 、 水 、 sodium 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 2-Anilinomethylen-5-n-nonyl-cyclohexan-1,3-dion
  参考文献：
  名称：

  Chelatbildende Enaminoketone I. Synthese von unsymmetrischen Liganden

  摘要：

  DOI：

  10.1007/bf00798314
• 作为产物：
  描述：

  癸醛 、 丙酮 在 sodium hydroxide 作用下， 以 水 为溶剂， 以74%的产率得到4-Hydroxy-tridecan-2-on
  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

• Ti-Catalyzed Reformatsky-Type Coupling between α-Halo Ketones and Aldehydes
  作者：Rosa E. Estévez、Miguel Paradas、Alba Millán、Tania Jiménez、Rafael Robles、Juan M. Cuerva、J. Enrique Oltra

  DOI：10.1021/jo702189k

  日期：2008.2.1

  We describe the first Ti-catalyzed Reformatsky-type coupling between α-halo ketones and aldehydes. The reaction affords β-hydroxy ketones under mild, neutral conditions compatible with ketones and other electrophiles. The catalytic cycle possibly proceeds via bis(cyclopentadienyl)titanium enolates.

  我们描述了α-卤代酮和醛之间的第一个钛催化的Reformatsky型偶联。该反应在与酮和其他亲电子试剂相容的温和，中性条件下产生β-羟基酮。催化循环可能通过双（环戊二烯基）钛烯醇化物进行。
• Nonacidic and Highly Chemoselective Protection of the Carbonyl Function. 3-Methylbenzothiazolines as a Base- and Acid-Resistant Protected Form for the Carbonyl Groups
  作者：Hidenori Chikashita、Shun-ichiro Komazawa、Nishiki Ishimoto、Koji Inoue、Kazuyoshi Itoh

  DOI：10.1246/bcsj.62.1215

  日期：1989.4.15

  groups by conversion into 3-methylbenzothiazoline derivatives with o-(methylamino)benzenethiol was described. With this method, 3-methylbenzothiazolines were conveniently obtained in excellent yields from various aldehydes and ketones. This method allows efficient protection and deprotection under mild and neutral conditions and affords protection of the carbonyl group against both basic and acidic conditions

  描述了一种简单实用的新型羰基保护方法，通过将邻（甲基氨基）苯硫醇转化为 3-甲基苯并噻唑啉衍生物。使用这种方法，可以方便地从各种醛和酮中以优异的收率获得 3-甲基苯并噻唑啉。这种方法可以在温和和中性条件下进行有效的保护和脱保护，并针对碱性和酸性条件提供羰基的保护。不同羰基之间反应性的差异被成功地用于 4-氧代戊醛的甲酰基的化学选择性苯并噻唑化反应，以及 4-androstene-3,17-dione 和孕酮化学选择性转化为相应的具有非共轭酮基的苯并噻唑啉保持完好。
• Efficient aldol condensation in aqueous biphasic system under microfluidic conditions
  作者：Katsunori Tanaka、Shinya Motomatsu、Koichi Koyama、Koichi Fukase

  DOI：10.1016/j.tetlet.2008.01.057

  日期：2008.3

  A microfluidic system was applied to aldol reaction in aqueous biphasic medium. Advantageous aspects of microfluidic conditions, that is, efficient mixing, fast heat transfer, and residence time control led to the high-yielding reaction of acetone enolate with even of-proton-containing aldehydes in biphasic aqueous-acetone system, by minimizing the formation of self-condensation products. (c) 2008 Elsevier Ltd. All rights reserved.
• Most Infectious Complications in Parenterally Fed Trauma Patients Are Not Due to Elevated Blood Glucose Levels
  作者：Kenneth A. Kudsk、Anne Laulederkind、M. Keith Hanna

  DOI：10.1177/0148607101025004174

  日期：2001.7

  Objective: To determine the relationship between hyperglycemia and infectious complications in nutritional studies of trauma patients. Methods: Retrospective review of serum glucose values in two published randomized, prospective studies of patients receiving either enteral or parenteral feeding (trial 1) or isonitrogenous, isocaloric enteral diets (trial 2). Trial 2 also included patients prospectively followed who received little or no enteral feeding. Results: Patients randomized to enteral or parenteral feeding in trial 1 exhibited no significant differences in the highest recorded serum glucose (SG) until the fourth or fifth day after protocol entry. SG tended to be higher in infected than noninfected patients in the first 4 hospital days, but SG was far below values considered to increase the risk for infection (SG > 220 mg/dL). In trial 2, glucose levels tended to be slightly higher in infected than in noninfected patients within the first 5 days reaching statistical significance by day 5. Unfed control patients had similar SG values but significantly more major infectious complications. Conclusions: Patients developing infections had slightly higher SG levels than noninfected patients early in admission, but these SG values were far below levels considered a risk for infective complications. Significant hyperglycemia does not explain differences in infectious complications in critically ill trauma patients randomized to various routes and types of nutrition. (Journal of Parenteral and Enteral Nutrition 25:174–179, 2001)
• CHIKASHITA, HIDENORI;KOMAZAWA, SHUN-ICHIRO;ISHIMOTO, NISHIKI;INOUE, KOJI;+, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 1215-1225
  作者：CHIKASHITA, HIDENORI、KOMAZAWA, SHUN-ICHIRO、ISHIMOTO, NISHIKI、INOUE, KOJI、+

  DOI：——

  日期：——