(S)-tert-butyl (cyano(4-fluorophenyl)methyl)carbamate | 956001-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-tert-butyl (cyano(4-fluorophenyl)methyl)carbamate
• 英文别名: tert-butyl N-[(S)-cyano-(4-fluorophenyl)methyl]carbamate
• CAS: 956001-37-9
• 化学式: C₁₃H₁₅FN₂O₂
• 分子量: 250.273
• InChiKey: KQBSNWWWJORUED-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl (cyano(4-fluorophenyl)methyl)carbamate 在 盐酸 、 sodium azide 、 三乙胺盐酸盐 作用下， 以 甲苯 为溶剂， 反应 32.0h， 生成 C-[(S)-C-(4-Fluoro-phenyl)-C-(2H-tetrazol-5-yl)]-methylamine
  参考文献：
  名称：

  Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure

  摘要：

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.

  DOI：

  10.1016/j.bmcl.2006.09.095
• 作为产物：
  描述：

  (S)-N-(tert-butoxycarbonyl)-(4-fluorophenyl)glycinamide 在 TEA 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以100%的产率得到(S)-tert-butyl (cyano(4-fluorophenyl)methyl)carbamate
  参考文献：
  名称：

  Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure

  摘要：

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.

  DOI：

  10.1016/j.bmcl.2006.09.095

文献信息

• Asymmetric Strecker Reactions Catalyzed by Thiourea Phosphonium and Ammonium Salts
  作者：Hongyu Wang、Kaiye Wang、Yanfei Ren、Na Li、Bo Tang、Gang Zhao

  DOI：10.1002/adsc.201700029

  日期：2017.6.6

  The application of asymmetric phase‐transfer catalysis to the Strecker reaction of ketimines was realized utilizing bifunctional thiourea‐phosphonium salts. The asymmetric Strecker reaction of aldimines was also realized utilizing quaternary ammonium salts derived from amino acids.

  利用双功能硫脲-phosph盐实现了不对称相转移催化在酮亚胺的Strecker反应中的应用。还利用衍生自氨基酸的季铵盐实现了亚胺的不对称Strecker反应。
• Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure
  作者：Shunqi Yan、Gary Larson、Jim Z. Wu、Todd Appleby、Yili Ding、Robert Hamatake、Zhi Hong、Nanhua Yao

  DOI：10.1016/j.bmcl.2006.09.095

  日期：2007.1

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.