N-(4-chlorobenzoyl)-(S)-phenylalaninol | 1178001-43-8

• 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: N-(4-chlorobenzoyl)-(S)-phenylalaninol
• 英文别名: (S)-4-Chloro-N-(1-hydroxy-3-phenylpropan-2-YL)benzamide；4-chloro-N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]benzamide
• CAS: 1178001-43-8
• 化学式: C₁₆H₁₆ClNO₂
• 分子量: 289.762
• InChiKey: RFMBCABMTXUHPB-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzoyl)-(S)-phenylalaninol 在 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以81%的产率得到(4S)-4-benzyl-2-(4-chlorophenyl)-2-oxazoline
  参考文献：
  名称：

  Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent

  摘要：

  The preparation of 2-oxazolines and related N-containing heterocycles from the corresponding hydroxyamides using XtalFluor-E ([Et2NSF2]BF4) as a cyclodehydration agent is described. A wide range of heterocycles are obtained under mild conditions in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.130
• 作为产物：
  描述：

  L-苯丙氨醇 、 4-氯苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以75%的产率得到N-(4-chlorobenzoyl)-(S)-phenylalaninol
  参考文献：
  名称：

  Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent

  摘要：

  The preparation of 2-oxazolines and related N-containing heterocycles from the corresponding hydroxyamides using XtalFluor-E ([Et2NSF2]BF4) as a cyclodehydration agent is described. A wide range of heterocycles are obtained under mild conditions in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.130

文献信息

• Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent
  作者：Marie-France Pouliot、Laetitia Angers、Jean-Denys Hamel、Jean-François Paquin

  DOI：10.1016/j.tetlet.2012.05.130

  日期：2012.8

  The preparation of 2-oxazolines and related N-containing heterocycles from the corresponding hydroxyamides using XtalFluor-E ([Et2NSF2]BF4) as a cyclodehydration agent is described. A wide range of heterocycles are obtained under mild conditions in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.