Nε-(allyloxycarbonyl-L-isoleucyl)-Nα-benzyloxycarbonyl-L-lysine | 1413890-77-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Nε-(allyloxycarbonyl-L-isoleucyl)-Nα-benzyloxycarbonyl-L-lysine
• 英文别名: N_ε-(allyloxycarbonyl-L-isoleucyl)-N_α-benzyloxycarbonyl-L-lysine
• CAS: 1413890-77-3
• 化学式: C₂₄H₃₅N₃O₇
• 分子量: 477.558
• InChiKey: LEAAQJTXJFHUHR-IHPCNDPISA-N

物化性质

• 沸点：
  721.9±60.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  34.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  143.06
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Nε-(allyloxycarbonyl-L-isoleucyl)-Nα-benzyloxycarbonyl-L-lysine 在 二氯甲基醚 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以63%的产率得到N_ε-(allyloxycarbonyl-L-isoleucyl)-L-lysine-N-carboxyanhydride
  参考文献：
  名称：

  Tandem Catalysis for the Preparation of Cylindrical Polypeptide Brushes

  摘要：

  Here, We report a method for synthesis of cylindrical copolypeptide brushes via N-carboxyanhydride (NCA) polymerization utilizing a new tandem catalysis approach that allows preparation of brushes with Controlled segment lengths in a straightforward, one-pot procedure. requiring no intermediate isolation or purification steps. To obtain high-density brush copolypeptides, we used a "grafting from approach where alloc-alpha-aminoamide groups were installed onto the side chains of NCAs to serve as masked initiators. These groups were inert during cobalt initiated NCA polymerization and gave allyloxycarbonyl-alpha-aminoamide-substituted Polypeptide main chains. The alloc-alpha-aminoamide groups were then activated in situ using nickel to generate initiators for growth of side-chain brush segments. This use of stepwise tandem cobalt and nickel catalysis was found to be an efficient method for preparation of high-chain-density, cylindrical copolypeptide brushes, where both the main chains and side chains can be prepared with controlled segment lengths

  DOI：

  10.1021/ja308620h
• 作为产物：
  描述：

  Alloc-L-Ile-OH 在 sodium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 49.0h， 生成 Nε-(allyloxycarbonyl-L-isoleucyl)-Nα-benzyloxycarbonyl-L-lysine
  参考文献：
  名称：

  Tandem Catalysis for the Preparation of Cylindrical Polypeptide Brushes

  摘要：

  Here, We report a method for synthesis of cylindrical copolypeptide brushes via N-carboxyanhydride (NCA) polymerization utilizing a new tandem catalysis approach that allows preparation of brushes with Controlled segment lengths in a straightforward, one-pot procedure. requiring no intermediate isolation or purification steps. To obtain high-density brush copolypeptides, we used a "grafting from approach where alloc-alpha-aminoamide groups were installed onto the side chains of NCAs to serve as masked initiators. These groups were inert during cobalt initiated NCA polymerization and gave allyloxycarbonyl-alpha-aminoamide-substituted Polypeptide main chains. The alloc-alpha-aminoamide groups were then activated in situ using nickel to generate initiators for growth of side-chain brush segments. This use of stepwise tandem cobalt and nickel catalysis was found to be an efficient method for preparation of high-chain-density, cylindrical copolypeptide brushes, where both the main chains and side chains can be prepared with controlled segment lengths

  DOI：

  10.1021/ja308620h