(1R,2S,5R)-menthyl (S)-2-methoxy-2-(2-naphthyl)propionate | 299188-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2S,5R)-menthyl (S)-2-methoxy-2-(2-naphthyl)propionate
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (2S)-2-methoxy-2-naphthalen-2-ylpropanoate
• CAS: 299188-59-3
• 化学式: C₂₄H₃₂O₃
• 分子量: 368.516
• InChiKey: SQJCUVHQVFSMNQ-TYVKFHQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S,5R)-menthyl (S)-2-methoxy-2-(2-naphthyl)propionate 在 sodium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 以89%的产率得到(S)-(+)-2-methoxy-2-(2-naphthyl)propionic acid
  参考文献：
  名称：

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

  摘要：

  2-Methoxy-2-(2-naphthyl)propionic acid 1 and 2-hydroxy-2-(2-naphthyl)propionic acid 2 were prepared by the Grignard reaction of 2-naphthylmagnesium bromide with (1R,2S,5R)-(-)-menthyl pyruvate. The absolute configurations of (+)-1 and (+)-2 were determined to be S by the H-1 NMR anisotropy method. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00233-0
• 作为产物：
  描述：

  2-naphthalenylmagnesium bromide 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (1R,2S,5R)-menthyl (S)-2-methoxy-2-(2-naphthyl)propionate
  参考文献：
  名称：

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

  摘要：

  2-Methoxy-2-(2-naphthyl)propionic acid 1 and 2-hydroxy-2-(2-naphthyl)propionic acid 2 were prepared by the Grignard reaction of 2-naphthylmagnesium bromide with (1R,2S,5R)-(-)-menthyl pyruvate. The absolute configurations of (+)-1 and (+)-2 were determined to be S by the H-1 NMR anisotropy method. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00233-0

文献信息

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

  DOI：10.1016/s0957-4166(00)00233-0

  日期：2000.7

  2-Methoxy-2-(2-naphthyl)propionic acid 1 and 2-hydroxy-2-(2-naphthyl)propionic acid 2 were prepared by the Grignard reaction of 2-naphthylmagnesium bromide with (1R,2S,5R)-(-)-menthyl pyruvate. The absolute configurations of (+)-1 and (+)-2 were determined to be S by the H-1 NMR anisotropy method. (C) 2000 Elsevier Science Ltd. All rights reserved.