2-(Pyridin-2-yldisulfanyl)ethyl 2-[1-oxo-1-[2-(pyridin-2-yldisulfanyl)ethoxy]propan-2-yl]sulfanylcarbothioylsulfanylpropanoate | 1359881-26-7

• 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: 2-(Pyridin-2-yldisulfanyl)ethyl 2-[1-oxo-1-[2-(pyridin-2-yldisulfanyl)ethoxy]propan-2-yl]sulfanylcarbothioylsulfanylpropanoate
• 英文别名: 2-(pyridin-2-yldisulfanyl)ethyl 2-[1-oxo-1-[2-(pyridin-2-yldisulfanyl)ethoxy]propan-2-yl]sulfanylcarbothioylsulfanylpropanoate
• CAS: 1359881-26-7
• 化学式: C₂₁H₂₄N₂O₄S₇
• 分子量: 592.895
• InChiKey: CWCYWHOECYWYGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  262
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2,2'-(thiocarbonylbis(sulfanediyl))-dipropanoic acid 、 2-(2-吡啶基二硫代)乙醇 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 6.0h， 以92%的产率得到2-(Pyridin-2-yldisulfanyl)ethyl 2-[1-oxo-1-[2-(pyridin-2-yldisulfanyl)ethoxy]propan-2-yl]sulfanylcarbothioylsulfanylpropanoate
  参考文献：
  名称：

  Aminooxy and Pyridyl Disulfide Telechelic Poly(poly(ethylene glycol) acrylate) by RAFT Polymerization

  摘要：

  An efficient method to synthesize telechelic, bioreactive polymers is described. Homotelechelic polymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization in one step by employing bifunctional chain transfer agents (CTAs). A bis-carboxylic acid CTA was coupled to N-Boc-aminooxy ethanol or pyridyl disulfide ethanol, resulting in a bis-N-Boc-aminooxy CTA and a bis-pyridyl disulfide CTA, respectively. RAFT polymerization of poly(ethylene glycol) (PEG) acrylate in the presence of both CTAs resulted in a series of polymers over a range of molecular weights (similar to 8.4-35.2 kDa; polydispersity indices, PDIs, of 1.11-1.44) with retention of end-groups postpolymerization. The polymers were characterized by H-1 NMR spectroscopy and gel permeation chromatography (GPC). Conjugations of small molecules and peptides resulted in homotelechelic polymer conjugates.

  DOI：

  10.1021/ma300575e

文献信息

• Aminooxy and Pyridyl Disulfide Telechelic Poly(poly(ethylene glycol) acrylate) by RAFT Polymerization
  作者：Gregory N. Grover、Juneyoung Lee、Nicholas M. Matsumoto、Heather D. Maynard

  DOI：10.1021/ma300575e

  日期：2012.6.26

  An efficient method to synthesize telechelic, bioreactive polymers is described. Homotelechelic polymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization in one step by employing bifunctional chain transfer agents (CTAs). A bis-carboxylic acid CTA was coupled to N-Boc-aminooxy ethanol or pyridyl disulfide ethanol, resulting in a bis-N-Boc-aminooxy CTA and a bis-pyridyl disulfide CTA, respectively. RAFT polymerization of poly(ethylene glycol) (PEG) acrylate in the presence of both CTAs resulted in a series of polymers over a range of molecular weights (similar to 8.4-35.2 kDa; polydispersity indices, PDIs, of 1.11-1.44) with retention of end-groups postpolymerization. The polymers were characterized by H-1 NMR spectroscopy and gel permeation chromatography (GPC). Conjugations of small molecules and peptides resulted in homotelechelic polymer conjugates.