(N->B)phenyl[N(4-phenyl)phenacylamino-diacetate-O,O',N]borane | 181523-89-7

• 英文名称: (N->B)phenyl[N(4-phenyl)phenacylamino-diacetate-O,O',N]borane
• 英文别名: phenyl(N-(4-phenyl)phenacyliminodiacetate-O,O',N)borane
• CAS: 181523-89-7
• 化学式: C₂₄H₂₀BNO₅
• 分子量: 413.238
• InChiKey: AHLMUAWEEGQUJH-UHFFFAOYSA-N

物化性质

• 熔点：
  248-249 °C

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (N->B)phenyl[N(4-phenyl)phenacylamino-diacetate-O,O',N]borane 以 甲醇 、 水 为溶剂， 以79%的产率得到N-(4-phenyl)phenacylaminodiacetic acid
  参考文献：
  名称：

  Syntheses of (N → B)phenyl[N-alkylaminodiacetate-O,O′,N]boranes

  摘要：

  The syntheses of (N-->B)phenyl[N-alkylaminodiacetate-O,O',N]boranes (2 to 6) and their corresponding N-alkylaminodiacetic acids (7 to 10) are reported. All compounds (except 6) were characterized by H-1, B-11 (for boron heterocycles), C-13 NMR, infrared spectroscopy and mass spectrometry. The H-1 NMR spectrum of compound 3 shows that it is a chiral molecule, its structure was determined by homonuclear decoupling experiments, H-1 NMR and HETCOR. The study of the intramolecular N-->B coordination by dynamic NMR afforded a Delta G double dagger value of 98.4 kJ mol(-1) for compound 3. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0277-5387(96)00109-x
• 作为产物：
  描述：

  (N-B)phenyl[iminodiacetate-O,N]borane 、 2-溴-4-苯基乙酰苯 在 KHCO₃ 作用下， 以 乙腈 、 苯 为溶剂， 以80.8%的产率得到(N->B)phenyl[N(4-phenyl)phenacylamino-diacetate-O,O',N]borane
  参考文献：
  名称：

  New strategy to the synthesis of (N→B) phenyl[N-alkyliminodiacetate-O,O′,N]boranes: The crystal structure of (N→B) phenyl[N-benzyliminodiacetate-O,O′,N]borane, (N→B)phenyl[N-(4-methyl)benzyliminodiacetate-O,O′,N]borane and (N→B) phenyl[N-phenacyliminodiacetate-O,O′,N]borane

  摘要：

  A new, mild and friendly method for the synthesis of (N -> B) pheny[N-alkyliminodiacetate-O,O',N]boranes 2-7 is reported. All compounds were identified by H-1, B-11, C-13 NMR and their high resolution mass spectra (HRMS) are reported. The structure of the compounds 2, 4 and 5 were established by single crystal X-ray. Compounds 2 and 4 crystallized with two independent molecules 2A, 2B and 4A, 4B. respectively in the asymmetric unit. These molecular structures established the bicyclic structure showing a N -> B bond length of 1.666 (2) angstrom for 2A, 1.675 (2) angstrom for 2B, 1.675 (3) angstrom for 4A, 1.663 (3) angstrom for 4B and 1.679 (2) angstrom for 5, as well as different torsion angles of the junction, 28.70 (2)degrees (C11-B1-N6-C17) for 2A, 21.50 (2)degrees (C11a-B1a-N6a-C17a) for 2B, 25.76 (0.26)degrees (C11-B1-N6-C17) for 4A, 21.96 (0.28)degrees (C11a-B1a-N6a-C17a) for 4B and -29.22 (0.20)degrees (C5-N1-B1-C13) for 5. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.05.043