5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[2-[4-[4-(6-pyrimidin-2-yl-1,2,4,5-tetrazin-3-yl)benzoyl]piperazin-1-yl]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyldisulfanyl]ethyl]pentanamide | 1330059-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[2-[4-[4-(6-pyrimidin-2-yl-1,2,4,5-tetrazin-3-yl)benzoyl]piperazin-1-yl]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyldisulfanyl]ethyl]pentanamide
• CAS: 1330059-86-3
• 化学式: C₄₇H₇₀N₁₂O₁₁S₃
• 分子量: 1075.34
• InChiKey: RYQFJNXNJBHHTC-QVJBFNAFSA-N

物化性质

• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  73
• 可旋转键数：
  38
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  341
• 氢给体数：
  4
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate 在 四溴化碳 、 三异丙基硅烷 、 palladium 10% on activated carbon 、 氢气 、 sodium hydride 、 一水合肼 、 三乙胺 、 二异丙胺 、 N,N-二异丙基乙胺 、 三苯基膦 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 56.5h， 生成 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[2-[4-[4-(6-pyrimidin-2-yl-1,2,4,5-tetrazin-3-yl)benzoyl]piperazin-1-yl]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyldisulfanyl]ethyl]pentanamide
  参考文献：
  名称：

  Application of a water-soluble pyridyl disulfide amine linker for use in Cu-free click bioconjugation

  摘要：

  Described herein is the design and synthesis of a discrete heterobifunctional PEG-based pyridyl disulfide/amine-containing linker that can be used in the Cu-free click preparation of bioconjugates. The title PEG-based pyridyl disulfide amine linker is a potentially useful reagent for preparing water-soluble disulfide-linked cargos, and that it may be particularly valuable in expanding the field of Cu-free click-based bioconjugations to include reductively labile antibody, polymer, or nanoparticle-based drug conjugates. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.06.042

文献信息

• Application of a water-soluble pyridyl disulfide amine linker for use in Cu-free click bioconjugation
  作者：Joshua D. Thomas、Terrence R. Burke

  DOI：10.1016/j.tetlet.2011.06.042

  日期：2011.8

  Described herein is the design and synthesis of a discrete heterobifunctional PEG-based pyridyl disulfide/amine-containing linker that can be used in the Cu-free click preparation of bioconjugates. The title PEG-based pyridyl disulfide amine linker is a potentially useful reagent for preparing water-soluble disulfide-linked cargos, and that it may be particularly valuable in expanding the field of Cu-free click-based bioconjugations to include reductively labile antibody, polymer, or nanoparticle-based drug conjugates. Published by Elsevier Ltd.