but-3-ynyl nicotinate | 1273316-71-4

• 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: but-3-ynyl nicotinate
• 英文别名: But-3-ynyl pyridine-3-carboxylate；but-3-ynyl pyridine-3-carboxylate
• CAS: 1273316-71-4
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: MYQVZYWFCJJTQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  一氧化碳 、 but-3-ynyl nicotinate 在 双(乙腈)氯化钯(II) 、 水 、 4-十二烷基苯磺酸钠盐 、 对甲苯磺酸 、 C₃₇H₃₇N₂O₅P₂S^(1-) 作用下， 以 丁酮 为溶剂， 25.0 ℃ 、2.0 MPa 条件下， 以79 %的产率得到2-Methylidene-4-(pyridine-3-carbonyloxy)butanoic acid
  参考文献：
  名称：

  Sulfonate-Modified Picolinamide Diphosphine: A Ligand for Room-Temperature Palladium-Catalyzed Hydrocarboxylation in Water with High Branched Selectivity

  摘要：

  DOI：

  10.1021/acscatal.3c03372
• 作为产物：
  描述：

  烟酸 、 3-丁炔-1-醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以83%的产率得到but-3-ynyl nicotinate
  参考文献：
  名称：

  Synthesis and characterization of bioactive molecules grafted on poly(ɛ-caprolactone) by “click” chemistry

  摘要：

  A facile and efficient strategy to graft bioactive molecules (nicotinic acid, p-aminobenzoic acid, and phthaloyltryptophan) onto poly(epsilon-caprolactone) (P(epsilon CL)) was achieved by copper-catalyzed Huisgen's 1,3-dipolar cycloaddition known as click reaction. P(alpha Cl epsilon CL), with 10, 20, and 30% of alpha-chloro-epsilon-caprolactone (alpha Cl epsilon CL) units were copolymerized by ring opening polymerization using epsilon CL and alpha Cl epsilon CL as starting materials in the presence of 1,4-butanediol and Sn(Oct)(2). Subsequently, the chloride pendent was converted to azide followed by cycloaddition with terminal alkyne derivatives of the aforementioned bioactive molecules. The complete addition was accomplished at all ratios. The characteristic molecular features of these copolymers were evaluated by FTIR, NMR, and GPC. Thermal analysis data indicated that the grafted compounds led to polymorphic alteration and different pattern of thermal degradation depending on the molecular structure and the size of the grafted compounds. They are the basis for further development of grafted copolymer as drug delivery carriers. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.03.034

文献信息

• Synthesis and characterization of bioactive molecules grafted on poly(ɛ-caprolactone) by “click” chemistry
  作者：Jiraphong Suksiriworapong、Kittisak Sripha、Varaporn Buraphacheep Junyaprasert

  DOI：10.1016/j.polymer.2010.03.034

  日期：2010.5

  A facile and efficient strategy to graft bioactive molecules (nicotinic acid, p-aminobenzoic acid, and phthaloyltryptophan) onto poly(epsilon-caprolactone) (P(epsilon CL)) was achieved by copper-catalyzed Huisgen's 1,3-dipolar cycloaddition known as click reaction. P(alpha Cl epsilon CL), with 10, 20, and 30% of alpha-chloro-epsilon-caprolactone (alpha Cl epsilon CL) units were copolymerized by ring opening polymerization using epsilon CL and alpha Cl epsilon CL as starting materials in the presence of 1,4-butanediol and Sn(Oct)(2). Subsequently, the chloride pendent was converted to azide followed by cycloaddition with terminal alkyne derivatives of the aforementioned bioactive molecules. The complete addition was accomplished at all ratios. The characteristic molecular features of these copolymers were evaluated by FTIR, NMR, and GPC. Thermal analysis data indicated that the grafted compounds led to polymorphic alteration and different pattern of thermal degradation depending on the molecular structure and the size of the grafted compounds. They are the basis for further development of grafted copolymer as drug delivery carriers. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
• Sulfonate-Modified Picolinamide Diphosphine: A Ligand for Room-Temperature Palladium-Catalyzed Hydrocarboxylation in Water with High Branched Selectivity
  作者：Ding Liu、Tong Ru、Zhixin Deng、Luyun Zhang、Yingtang Ning、Fen-Er Chen

  DOI：10.1021/acscatal.3c03372

  日期：2023.10.6