(S)-2-hydroxy-2-(1-naphthyl)propionic acid | 255881-88-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-hydroxy-2-(1-naphthyl)propionic acid
• 英文别名: 2-Hydroxy-2-(1-naphthyl)propanoic acid, (S)-；(2S)-2-hydroxy-2-naphthalen-1-ylpropanoic acid
• CAS: 255881-88-0
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: GASZMNCYHARHHI-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-萘基溴化镁, 0.5M IN METHF 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 生成 (S)-2-hydroxy-2-(1-naphthyl)propionic acid
  参考文献：
  名称：

  Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method

  摘要：

  Enantiopure 2-hydroxy-2-(1-naphthyl)propionic acid (+)-2 was prepared by the stereoselective Grignard reaction of 1-naphthylmagnesium bromide with (1R,3R,4S)-menthyl pyruvate 3 or (1R,3R,4S)-8-phenylmenthyl pyruvate 4, and the absolute configuration of acid (+)-2 was unambiguously determined to be S by the H-1 NMR anisotropy method. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00451-6

文献信息

• Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method
  作者：Akio Ichikawa、Shuntaro Hiradate、Akinori Sugio、Shunsuke Kuwahara、Masataka Watanabe、Nobuyuki Harada

  DOI：10.1016/s0957-4166(99)00451-6

  日期：1999.10

  Enantiopure 2-hydroxy-2-(1-naphthyl)propionic acid (+)-2 was prepared by the stereoselective Grignard reaction of 1-naphthylmagnesium bromide with (1R,3R,4S)-menthyl pyruvate 3 or (1R,3R,4S)-8-phenylmenthyl pyruvate 4, and the absolute configuration of acid (+)-2 was unambiguously determined to be S by the H-1 NMR anisotropy method. (C) 1999 Elsevier Science Ltd. All rights reserved.