2-(2-氧代苯并噁唑-3-基)-丙酸 | 13610-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 中文名称: 2-(2-氧代苯并噁唑-3-基)-丙酸
• 英文名称: 2-(2-oxobenzo[d]oxazol-3(2H)-yl)propanoic acid
• 英文别名: 2-(2-oxo-benzooxazol-3-yl)-propionic acid；DL-2-Benzoxazolonyl-(3)-propionsaeure；2-(2-oxo-1,3-benzoxazol-3-yl)propanoic acid
• CAS: 13610-53-2
• 化学式: C₁₀H₉NO₄
• mdl: MFCD08144093
• 分子量: 207.186
• InChiKey: UUBVLNODMJCOTD-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C
• 沸点：
  386.9±44.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1-溴-3-环丙烷基苯 、 2-(2-氧代苯并噁唑-3-基)-丙酸 在 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 、 C₂₀H₃₂NiO₄⁽²⁺⁾*2Cl^(1-) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 10.0h， 以60%的产率得到3-(1-(3-cyclopropylphenyl)ethyl)benzo[d]oxazol-2(3H)-one
  参考文献：
  名称：

  A Metallaphotoredox Method for the Expansion of Benzyl SAR on Electron-Deficient Amines

  摘要：

  A metallaphotoredox reaction is described that allows for the efficient exploration of benzyl structure-activity relationships on electron-deficient amines. Typically, accessing a variety of benzyl groups on these substrates can be difficult due to the limited availability of the prerequisite building blocks, namely benzyl halides. However, the use of aryl bromides in this metallaphotoredox reaction allows for greater diversity in the benzyl piece. The reaction scope is discussed herein, including conditions for product scaleup using flow.

  DOI：

  10.1021/acs.orglett.9b04587
• 作为产物：
  描述：

  2-苯并唑啉酮 在 盐酸 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 2-(2-氧代苯并噁唑-3-基)-丙酸
  参考文献：
  名称：

  Zinner,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 33, p. 130 - 138

  摘要：

  DOI：

文献信息

• METHOD FOR PRODUCING OPTICALLY ACTIVE CARBOXYLIC ACID ESTER
  申请人：TOKYO UNIVERSITY OF SCIENCE FOUNDATION

  公开号：US20170008820A1

  公开（公告）日：2017-01-12

  Provided is a method for producing an optically active carboxylic acid ester at a high yield and with high enantioselectivity using dynamic kinetic resolution, said optically active carboxylic acid ester having an α-nitrogen substituent. This method for producing an optically active carboxylic acid ester includes a step in which racemic carboxylic acid represented by formula (a) and a specific alcohol or phenol derivative are reacted in a polar solvent having a dipole moment of at least 3.5 in the presence of an acid anhydride and an asymmetric catalyst, one enantiomer of the racemic carboxylic acid is selectively esterified, and the other enantiomer is racemized. In formula (a), Ra1 represents a nitrogen-containing heteroaromatic ring group bonded to an assymetric carbon via a nitrogen atom constituting a ring, and Ra2 is an organic group.

  提供了一种利用动力学选择性分辨法高产率和高对映选择性生产光学活性羧酸酯的方法，所述光学活性羧酸酯具有α-氮取代基。该生产光学活性羧酸酯的方法包括在极性溶剂中，通过在酸酐和不对称催化剂存在下，使式（a）表示的消旋羧酸和特定醇或酚衍生物反应的步骤中，选择性地酯化消旋羧酸的一个对映异构体，并使另一个对映异构体消旋。在式（a）中，Ra1代表通过氮原子构成环的氮含杂芳环团与不对称碳键合，Ra2是有机基。
• US9796640B2
  申请人：——

  公开号：US9796640B2

  公开（公告）日：2017-10-24
• Zinner,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 33, p. 130 - 138
  作者：Zinner,H. et al.

  DOI：——

  日期：——
• A Metallaphotoredox Method for the Expansion of Benzyl SAR on Electron-Deficient Amines
  作者：Meghan D. Shea、Umar Faruk Mansoor、Brett A. Hopkins

  DOI：10.1021/acs.orglett.9b04587

  日期：2020.2.7

  A metallaphotoredox reaction is described that allows for the efficient exploration of benzyl structure-activity relationships on electron-deficient amines. Typically, accessing a variety of benzyl groups on these substrates can be difficult due to the limited availability of the prerequisite building blocks, namely benzyl halides. However, the use of aryl bromides in this metallaphotoredox reaction allows for greater diversity in the benzyl piece. The reaction scope is discussed herein, including conditions for product scaleup using flow.