Propionic acid 2-hydroxy-2-phenyl-ethyl ester | 10522-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Propionic acid 2-hydroxy-2-phenyl-ethyl ester
• 英文别名: 2-Hydroxy-2-phenylethyl propionate；(2-hydroxy-2-phenylethyl) propanoate
• CAS: 10522-05-1
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: FFYYFERLDCVSLB-UHFFFAOYSA-N

物化性质

• 沸点：
  98-100 °C(Press: 0.2 Torr)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基乙二醇 、 丙酸甲酯 反应 4.0h， 生成 Propionic acid 2-hydroxy-2-phenyl-ethyl ester
  参考文献：
  名称：

  PPL-catalyzed resolution of 1,2- and 1,3-diols in methyl propionate as solvent. An application of the tandem use of enzymes.

  摘要：

  The Porcine Pancreatic Lipase (PPL)-catalyzed transesterification of 1-phenyl-1,2-ethanediol 1, 2-phenyl-1,2-propanediol 2, 1,2-decanediol 3, 1,2-pentanediol 4, 1,2-butanediol 5, 1,2-propanediol 6 and 1,3-butanediol 7 in methyl propionate as solvent was evaluated. In all substrates, the primary hydroxy group is esterified exclusively. The enantioselectivity displayed in this PPL-catalyzed reaction is moderate. The enantiomeric excess of diol (-)-1 is enhanced by subjecting propionate (-)-8, with a moderate ee (obtained by a PPL-catalyzed esterification of racemic 1 in methyl propionate), to an enzyme-catalyzed hydrolysis (tandem principle).

  DOI：

  10.1016/s0040-4020(01)89742-8

文献信息

• Efficient and Regioselective Ring-opening of Epoxides with Carboxylic Acid Catalyzed by Graphite Oxide
  作者：Maryam Mirza-Aghayan、Mahdieh Molaee Tavana、Elaheh Golam Alipour Niazi、Rabah Boukherroub

  DOI：10.2174/1570178616666190401194252

  日期：2020.7.7

  regioselective ring-opening reaction of epoxides with various carboxylic acids under metal-free conditions is reported. The ring-opening of epoxides takes place in the presence of graphite oxide as an efficient and available catalyst to produce the corresponding 2-hydroxy monoester and 1,2-diester derivatives in good yields. Regioselective attack of the nucleophile, short reaction times, metal-free conditions

  据报道，在无金属条件下，环氧化物与各种羧酸的有效，简单和区域选择性的开环反应。环氧化物的开环发生在作为有效和可用催化剂的氧化石墨存在下，以高收率生产相应的2-羟基单酯和1,2-二酯衍生物。亲核试剂的区域选择性攻击，较短的反应时间，无金属条件和催化剂的可重复使用性是本方案的优点。
• Oxidation of isoxazolines by peracids - a useful route to β-hydroxy ketones and acylated diols
  作者：Pyeong-uk Park、Alan P. Kozikowski

  DOI：10.1016/s0040-4039(00)82433-8

  日期：——

  A method for bringing about the ring cleavage of isoxazolines by the use of peracids is described.

  描述了通过使用过酸引起异恶唑啉环裂解的方法。
• Synthesis of streptazolin: use of the aza-Ferrier reaction in conjunction with the INOC process to deliver a unique but sensitive natural product
  作者：Alan P. Kozikowski、Pyeong Uk Park

  DOI：10.1021/jo00302a036

  日期：1990.7
• PARK, PYEONG-UK;KOZIKOWSKI, ALAN P., TETRAHEDRON LETT., 29,(1988) N 51, C. 6703-6706
  作者：PARK, PYEONG-UK、KOZIKOWSKI, ALAN P.

  DOI：——

  日期：——
• Stabilizers for synthetic resins
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0102193B1

  公开（公告）日：1986-10-29