(R)-1-[1-(tert-butyldiphenylsiloxy)pentan-3-yl]-4-(4-methoxyphenyl)-1H-tetrazol-5-(4H)-thione | 1260396-21-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-1-[1-(tert-butyldiphenylsiloxy)pentan-3-yl]-4-(4-methoxyphenyl)-1H-tetrazol-5-(4H)-thione
• CAS: 1260396-21-1
• 化学式: C₂₉H₃₆N₄O₂SSi
• 分子量: 532.782
• InChiKey: GDRALKNZEAQBOR-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  54.1
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (R)-1-[1-(tert-butyldiphenylsiloxy)pentan-3-yl]-4-(4-methoxyphenyl)-1H-tetrazol-5-(4H)-thione 在 盐酸 、 氢气 作用下， 以 水 为溶剂， 20.0 ℃ 、607.99 kPa 条件下， 反应 120.0h， 以86%的产率得到(3R,E)-N-(1-(tertbutyldiphenylsilyloxy)pentan-3-yl)-N'-(4-methoxyphenyl)formamidine
  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
• 作为产物：
  描述：

  在 咪唑 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 13.5h， 生成 (R)-1-[1-(tert-butyldiphenylsiloxy)pentan-3-yl]-4-(4-methoxyphenyl)-1H-tetrazol-5-(4H)-thione
  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