3-(5-methylfuran-2-yl)prop-2-enoyl azide | 1585965-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(5-methylfuran-2-yl)prop-2-enoyl azide
• CAS: 1585965-57-6
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: NMLGZSKSGWFDGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.97
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(5-methylfuran-2-yl)prop-2-enoyl azide 以 二苯醚 、 氯仿 为溶剂， 反应 1.0h， 生成 2-甲基-呋喃[3,2-c]吡啶-4(5H)-酮
  参考文献：
  名称：

  Natural-like Replication of an Unnatural Base Pair for the Expansion of the Genetic Alphabet and Biotechnology Applications

  摘要：

  We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3(PA)-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.

  DOI：

  10.1021/ja408814g
• 作为产物：
  描述：

  3-(5-methyl-furan-2-yl)-acryloyl chloride 在 sodium azide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 生成 3-(5-methylfuran-2-yl)prop-2-enoyl azide
  参考文献：
  名称：

  Natural-like Replication of an Unnatural Base Pair for the Expansion of the Genetic Alphabet and Biotechnology Applications

  摘要：

  We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3(PA)-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.

  DOI：

  10.1021/ja408814g