pyridine-2-carboxylic acid-(1-methyl-heptyl ester)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: pyridine-2-carboxylic acid-(1-methyl-heptyl ester)
• 英文别名: Pyridin-2-carbonsaeure-(1-methyl-heptylester)；Octan-2-yl pyridine-2-carboxylate；octan-2-yl pyridine-2-carboxylate
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: PFYIMSLBVRAFQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  pyridine-2-carboxylic acid-(1-methyl-heptyl ester) 在 zinc diacetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.5h， 以96%的产率得到仲辛醇
  参考文献：
  名称：

  Picolinyl group as an efficient alcohol protecting group: cleavage with Zn(OAc)2·2H2O under a neutral condition

  摘要：

  As an efficient alcohol protecting group, picolinates (Pic), prepared from the corresponding alcohols using commercial picolinoyl chloride, are readily cleaved by Zn(OAc)(2) or Cu(OAc)(2), even in the presence of other common alcohol protecting groups. Moreover, the picolinyl group at C-2 position in carbohydrates can be selectively cleaved to give methyl 4,6-O-benzylidene-3-O-picolinyl-alpha-D-glucopyranoside and 3-O-picolinyl methyl-4,6-O-benzylidene-alpha-D-galactopyranoside in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.125
• 作为产物：
  描述：

  2-吡啶甲酸甲酯 、 (S)-(+)-2-辛醇 在 sodium-<(S)-1-methyl-heptylate> 作用下， 生成 pyridine-2-carboxylic acid-(1-methyl-heptyl ester)
  参考文献：
  名称：

  Rule et al., Journal of the Chemical Society, 1931, p. 1478,1481

  摘要：

  DOI：

文献信息

• Rule et al., Journal of the Chemical Society, 1931, p. 1478,1481
  作者：Rule et al.

  DOI：——

  日期：——
• Picolinyl group as an efficient alcohol protecting group: cleavage with Zn(OAc)2·2H2O under a neutral condition
  作者：Ju Yuel Baek、Yong-Joo Shin、Heung Bae Jeon、Kwan Soo Kim

  DOI：10.1016/j.tetlet.2005.05.125

  日期：2005.8

  As an efficient alcohol protecting group, picolinates (Pic), prepared from the corresponding alcohols using commercial picolinoyl chloride, are readily cleaved by Zn(OAc)(2) or Cu(OAc)(2), even in the presence of other common alcohol protecting groups. Moreover, the picolinyl group at C-2 position in carbohydrates can be selectively cleaved to give methyl 4,6-O-benzylidene-3-O-picolinyl-alpha-D-glucopyranoside and 3-O-picolinyl methyl-4,6-O-benzylidene-alpha-D-galactopyranoside in good yields. (c) 2005 Elsevier Ltd. All rights reserved.