4-苯基丁烷过氧乙酸 | 62103-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-苯基丁烷过氧乙酸
• 英文名称: peracide phenyl-4 butanoique
• 英文别名: peracide phenyl-4 butyrique；4-Phenylbutaneperoxoic acid
• CAS: 62103-17-7
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: OVHNQUUTKDKQRZ-UHFFFAOYSA-N

物化性质

• 沸点：
  310.4±35.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  4-苯基丁烷过氧乙酸 以 环己烷 为溶剂， 生成 3-苯丙醇 、 4-苯基丁酸
  参考文献：
  名称：

  Nedelec, Jean-Yves; Fossey, Jacques; Lefort, Daniel, Canadian Journal of Chemistry, 1984, vol. 62, p. 2317 - 2319

  摘要：

  DOI：
• 作为产物：
  描述：

  4-苯基丁酰氯 在 吡啶 、 双氧水 作用下， 生成 4-苯基丁烷过氧乙酸
  参考文献：
  名称：

  Preparation of Peroxycarboxylic Acids

  摘要：

  DOI：

  10.1055/s-1976-24221

文献信息

• [EN] IMPROVED AMINOHYDROXYLATION OF ALKENES<br/>[FR] AMINOHYDROXYLATION AMÉLIORÉE D'ALCÈNES
  申请人：IND RES LTD

  公开号：WO2011159177A1

  公开（公告）日：2011-12-22

  The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

  该发明涉及一种使用N-氧羰酸酯试剂（例如N-酰氧羰酸酯、N-烷氧羰酸酯和N-芳基氧羰酸酯试剂）对烯烃进行氨羟基化的方法。该发明特别涉及一种可以在无需添加碱的情况下进行的分子间氨羟基化反应。该发明还涉及新颖的N-氧羰酸酯试剂，这些试剂是稳定的结晶材料。该发明的方法在合成具有邻位氨基醇基团的化合物方面非常有用，例如具有生物活性的化合物。
• Effets polaires dans les reactions de transfert homolytique intramoleculaire d'hydrogene
  作者：D. Leffort、J.Y. Nedelec

  DOI：10.1016/0040-4020(82)80022-7

  日期：——

  In this paper we analyse the influence of a phenyl substituent on the relative rates of the 1–5 and 1–6 intramolecular hydrogen transfers. Compared to the abstraction of an aliphatic H atom, the activation energy for the abstraction of a benzylic H atom is smaller. The effect is nevertheless more important with a primary alkyl radical (1,3 kcal/mole) than with an alkoxy radical (0,9 kcal/mole. This

  在本文中，我们分析了苯基取代基对1–5和1–6分子内氢转移的相对速率的影响。与脂族H原子的提取相比，苄基H原子的活化能较小。但是，伯烷基自由基（1.3 kcal / mol）的作用比烷氧基自由基（0.9 kcal / mol）的作用更重要。可以根据极性效应进行分析。效应太小而不能使H原子的短距离转移成为现实；这与H原子迁移需要线性过渡态的说法是一致的。
• Process for making and isolating (R)-2-hydroxy 4-phenylbutyric acid and esters
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0280285A2

  公开（公告）日：1988-08-31

  Disclosed herein is a novel compound, (L)-menthyl 2-oxo-4-phenylbutyrate, and an improved process for making and isolating a substantially pure compound of the structural formula: wherein Y is hydrogen or (L)-menthyl the improvement which comprises: a) stereoselectively reducing (L)-menthyl 2-oxo-4-­phenylbutyrate by contacting said compound with with S-Alpine borane, b) stereoselectively isolating (L)-menthyl-(R)-2-­hydroxy-4-phenylbutyrate by crystallization, and optionally hydrolyzing the so obtained ester; and further comprises optionally esterifying the so obtained acid by contacting said acid with a C₁-C₆ alkanol in the presence of acid.

  本文公开了一种新型化合物(L)-2-氧代-4-苯基丁酸孟酯，以及一种用于制造和分离结构式为： 其中 Y 为氢或(L)-孟基的基本纯化合物的改进工艺，该改进工艺包括：a) 通过将所述化合物与 S-Alpine 硼烷接触，立体选择性地还原(L)-2-氧代-4-苯基丁酸孟酯；b) 通过结晶立体选择性地分离(L)-孟基-(R)-2-羟基-4-苯基丁酸孟酯，并选择性地水解所获得的酯；还包括在酸存在下，通过将所述酸与 C₁-C₆ 烷醇接触，选择性地酯化所获得的酸。
• METHOD FOR PREPARING LISINOPRIL INTERMEDIATE
  申请人：Zhejiang Huahai Pharmaceutical Co., Ltd

  公开号：EP3543225A1

  公开（公告）日：2019-09-25

  The invention provides a method for preparing a lisinopril intermediate, comprising: treating (R)-hydroxy-4-phenylbutyrate with sulfonyl chloride in an organic solvent in the presence of a base to obtain a solution of sulfonate; reacting the obtained solution with a salt of trifluoroacetyl lysine; and obtaining a N2-[1-(S)-alkoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysine by separating after the reaction is completed. The method for preparing lisinopril intermediate provided by the invention has a shorter synthesis route, is easy to operate, has a low cost, and is suitable for industrial production.

  本发明提供了一种赖氨普利中间体的制备方法，包括：在碱存在下，在有机溶剂中用磺酰氯处理(R)-羟基-4-苯基丁酸酯，得到磺酸盐溶液；将得到的溶液与三氟乙酰赖氨酸盐反应；反应完成后通过分离得到N2-[1-(S)-烷氧羰基-3-苯基丙基]-N6-三氟乙酰-L-赖氨酸。本发明提供的利辛普利中间体的制备方法合成路线较短，操作简便，成本较低，适合工业化生产。
• Method for preparing lisinopril intermediate
  申请人：ZHEJIANG HUAHAI PHARMACEUTICAL CO., LTD.

  公开号：US10633329B2

  公开（公告）日：2020-04-28

  A method for preparing a lisinopril intermediate is provided. The method includes: treating (R)-hydroxy-4-phenylbutyrate with sulfonyl chloride in an organic solvent in the presence of a base to obtain a solution of sulfonate; reacting the obtained solution with a salt of trifluoroacetyl lysine; and obtaining a N2-[1-(S)-alkoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysine by separating after the reaction is completed. The method provided has a shorter synthesis route, is easy to operate, has a low cost, and is suitable for industrial production.

  本发明提供了一种制备利辛普利中间体的方法。该方法包括：在碱存在下，在有机溶剂中用磺酰氯处理(R)-羟基-4-苯基丁酸酯，得到磺酸盐溶液；将得到的溶液与三氟乙酰赖氨酸盐反应；反应完成后通过分离得到N2-[1-(S)-烷氧羰基-3-苯基丙基]-N6-三氟乙酰-L-赖氨酸。该方法合成路线短、操作简便、成本低，适合工业化生产。