(3R,6Z)-3-[4-phenyl-5-thioxo-1H-tetrazol-1-yl]-6-nonen-1-ol | 1260396-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3R,6Z)-3-[4-phenyl-5-thioxo-1H-tetrazol-1-yl]-6-nonen-1-ol
• CAS: 1260396-04-0
• 化学式: C₁₆H₂₂N₄OS
• 分子量: 318.443
• InChiKey: BDKWFUBSJDQEBP-ABCZVMIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  55.87
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 1.5h， 以80 mg的产率得到(3R,6Z)-3-[4-phenyl-5-thioxo-1H-tetrazol-1-yl]-6-nonen-1-ol
  参考文献：
  名称：

  5-Mercaptotetrazoles as Synthetic Equivalents of Nitrogen-Contaning Functional Groups. The Case of the Organocatalytic Enantioselective aza-Michael Reaction

  摘要：

  5-Mercaptotetrazoles have been identified as useful and versatile Michael donors in enantioselective amine-catalyzed aza-Michael reactions with alpha,beta-unsaturated aldehydes, showing excellent behavior as N-nucleophiles instead of their usual trend to react as S-nucleophiles. In addition several unprecedented chemical modifications on the tetrazolothione moiety have been carried out leading to the enantioselective preparation of different compounds incorporating nitrogen-containing functionalities such as oxazinimines, formamidines, ureas and isoureas.

  DOI：

  10.1021/ol102892f