| 1400790-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1400790-69-3
• 化学式: C₃₆H₅₁ClN₈O₁₂S
• 分子量: 855.366
• InChiKey: QBCAYMGJCBUJEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.54
• 重原子数：
  58.0
• 可旋转键数：
  24.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  261.59
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  N-[2-[[2-[(2-amino-2-oxoethyl)-(3-methoxypropyl)amino]-2-oxoethyl]-(3-methoxypropyl)amino]-2-oxoethyl]-N-(3-methoxypropyl)-2-(5-oxo-2-phenyl-1,3,4-oxadiazin-4-yl)acetamide 、 溶剂黄146 、 2-甲氧基乙胺 在 N,N'-二异丙基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 、
  参考文献：
  名称：

  Submonomer Synthesis of A Hybrid Peptoid–Azapeptoid Library

  摘要：

  We recently reported efficient conditions for the synthesis of N-azapeptoid libraries via the typical submonomer strategy of peptoid synthesis but that substitutes N-acyl hydrazides for primary amines as submonomers. Unfortunately, this approach is not applicable to the synthesis of mixed azapeptoid-peptoid libraries. When an oligomer containing an N-terminal side chain derived from an acyl hydrazide is bromoacetylated and treated with a primary amine, a chain-terminating intramolecular ring-closure to form an oxadiazinone competes with the desired displacement of the bromide by the amine. Here we overcome this limitation and demonstrate that a hybrid peptoid-azapeptoid library derived from primary amines, acyl hydrazides, carbazates, and semicarbazides can be made efficiently using standard peptoid submonomer chemistry. We find that the unwanted, chain-terminating cyclization reaction is competitive with chain extension only when aryl acyl hydrazides are present. Alkyl or heteroaromatic acyl hydrazides do not cyclize under the conditions used for peptoid-azapeptoid synthesis. We also find that carbazates and semicarbazides work well for chain extension. Using primary amines, acyl hydrazides, carbazates; and semicarbazides as submonomers, a high-quality one bead one compound library of tetramers suitable for screening against protein targets was made by split and pool synthesis.

  DOI：

  10.1021/co3000852