methyl 4-fluorovalerate | 192313-90-9

• 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: methyl 4-fluorovalerate
• 英文别名: Methyl 4-fluoropentanoate
• CAS: 192313-90-9
• 化学式: C₆H₁₁FO₂
• 分子量: 134.151
• InChiKey: YIMBOFQPTBBUON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-fluorovalerate 、 methyl 3-fluorovalerate 生成 戊酸甲酯
  参考文献：
  名称：

  PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS

  摘要：

  公开号：

  EP1165464B1
• 作为产物：
  描述：

  戊酸甲酯 在 cerium(III) chloride 、 四丁基氯化铵 、 N-氟代双苯磺酰胺 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以82%的产率得到methyl 4-fluorovalerate
  参考文献：
  名称：

  一种可见光催化的饱和碳氢键直接氧化方法

  摘要：

  本发明提供了一种有机化合物中饱和碳氢键的直接氧化方法，其特征在于，包括：在可见光照射的条件下，使有机化合物与氧化试剂在铈复合物的存在下进行反应，使有机化合物的饱和碳氢键氧化得到氧化产物。本发明反应仅需在室温下进行，催化效率高，仅依靠可见光来提供活化反应所需的能量，是一种更加温和、绿色的活化模式；同时所用的催化剂成本低廉，所用氧化试剂性质更加稳定，在工业上利用成本低，催化体系实用性强；同时能避免重过渡金属，过氧化物等对环境的污染。

  公开号：

  CN106831387B

文献信息

• A Convenient Photocatalytic Fluorination of Unactivated CH Bonds
  作者：Shira D. Halperin、Hope Fan、Stanley Chang、Rainer E. Martin、Robert Britton

  DOI：10.1002/anie.201400420

  日期：2014.4.25

  providing a means to block site‐selective metabolic degradation of drugs and access radiotracers for positron emission tomography imaging. Despite current sophistication in fluorination reagents and processes, the fluorination of unactivated CH bonds remains a significant challenge. Reported herein is a convenient and economic process for direct fluorination of unactivated CH bonds that exploits the

  氟化反应是现代药物化学必不可少的，因此提供了一种手段来阻止药物的定点代谢降解，并为正电子发射断层扫描成像提供放射性示踪剂的访问。尽管目前在氟化试剂和方法中已经很复杂，但是未活化的CH键的氟化仍然是一个巨大的挑战。本文报道的为未活化的C直接氟化的便利和经济的方法可以利用该夺氢一decatungstate光催化剂的能力结合温和的氟原子转移试剂H键Ñ-氟苯磺酰亚胺。这种操作简单的反应可直接进入各种氟化有机分子，包括结构复杂的天然产物，酰基氟和氟化氨基酸衍生物。
• Visible-light-induced direct oxidation method for saturated hydrocarbon bonds
  申请人：SHANGHAITECH UNIVERSITY

  公开号：US11008272B1

  公开（公告）日：2021-05-18

  The present invention provides a direct oxidation method for saturated hydrocarbon bonds in an organic compound. The method allows an organic compound with a saturated hydrocarbon bond to react with an oxidizing reagent in the presence of cerium complex under visible light irradiation, thus oxidizing the saturated hydrocarbon bond to afford an oxidation product. The present reaction only needs to be carried out at room temperature, while the reaction efficiency remains high. In addition, only visible light is required to provide the energy for activation, rendering the present strategy is a milder and greener reaction method. The cerium catalyst used in the method is low in cost, simple and efficient, while the oxidizing reagent used is also stable in nature and low in industrial cost, rendering the catalytic system highly practical. Furthermore, environmental pollution caused by heavy transition metals and peroxides can be avoided in such strategy.

  本发明提供了一种有机化合物中饱和烃键的直接氧化方法。该方法可使具有饱和烃键的有机化合物在铈络合物的存在下，在可见光照射下与氧化试剂反应，从而氧化饱和烃键，得到氧化产物。本反应只需在室温下进行，而反应效率仍然很高。此外，只需要可见光提供活化能，因此本策略是一种更温和、更环保的反应方法。该方法使用的铈催化剂成本低、简单高效，使用的氧化试剂性质稳定、工业成本低，因此该催化系统具有很强的实用性。此外，这种策略还可避免重过渡金属和过氧化物造成的环境污染。
• VISIBLE-LIGHT-INDUCED DIRECT OXIDATION METHOD FOR SATURATED HYDROCARBON BONDS
  申请人：SHANGHAITECH UNIVERSITY

  公开号：US20210130276A1

  公开（公告）日：2021-05-06

  The present invention provides a direct oxidation method for saturated hydrocarbon bonds in an organic compound. The method allows an organic compound with a saturated hydrocarbon bond to react with an oxidizing reagent in the presence of cerium complex under visible light irradiation, thus oxidizing the saturated hydrocarbon bond to afford an oxidation product. The present reaction only needs to be carried out at room temperature, while the reaction efficiency remains high. In addition, only visible light is required to provide the energy for activation, rendering the present strategy is a milder and greener reaction method. The cerium catalyst used in the method is low in cost, simple and efficient, while the oxidizing reagent used is also stable in nature and low in industrial cost, rendering the catalytic system highly practical. Furthermore, environmental pollution caused by heavy transition metals and peroxides can be avoided in such strategy.
• [EN] PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS<br/>[FR] PREPARATION DE COMPOSES ORGANIQUES FLUORES DE FAÇON SELECTIVE
  申请人：F2 CHEMICALS LIMITED

  公开号：WO2000058241A1

  公开（公告）日：2000-10-05

  The invention provides a method of selectively fluorinating an organic compound at an unactivated saturated sp3 hybridised carbon atom, the method comprising reacting the compound with a fluorinating agent containing an N-F bond. The carbon atom may be, for example, a tertiary carbon atom or a secondary carbon atom. The carbon atom may form part of a cyclic structure. The fluorinating agent may be any electrophilic fluorinating agent containing an N-F bond. Preferably, the fluorinating agent is an N-fluorinated diazoniabicycloalkane.
• [EN] PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS<br/>[FR] PREPARATION DE COMPOSES ORGANIQUES FLUORES DE MANIERE SELECTIVE
  申请人：F2 CHEMICALS LTD

  公开号：WO2001028959A1

  公开（公告）日：2001-04-26

  The present invention provides a method of selectively fluorinating a carbon-hydrogen bond at an unactivated saturated sp3 hybridised carbon atom of an organic compound, the method including reacting the organic compound with elemental fluorine gas, characterised in that the reaction is carried out in the presence of a basic compound. The method enables the selective transformation of carbon-hydrogen bonds to carbon-fluorine bonds in molecules where the hydrogen atom is attached to a fully saturated unactivated sp3 hybridised carbon atom such as a tertiary carbon atom found in many saturated hydrocarbon compounds and steroid derivatives. Advantageously, the method may be carried out at or just below room temperature.