Carbamic acid, [[2-(azidoacetyl)phenyl]methyl]-, 1,1-dimethylethyl ester | 625116-33-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Carbamic acid, [[2-(azidoacetyl)phenyl]methyl]-, 1,1-dimethylethyl ester
• 英文别名: [4-(2-Azido-acetyl)-benzyl]-carbamic acid tert-butyl ester
• CAS: 625116-33-8
• 化学式: C₁₄H₁₈N₄O₃
• 分子量: 290.322
• InChiKey: UGDYGEKKTPLCOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  104.16
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Carbamic acid, [[2-(azidoacetyl)phenyl]methyl]-, 1,1-dimethylethyl ester 在 三苯基膦 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 6-[5-(4-Aminomethyl-phenyl)-oxazol-2-ylamino]-1-methyl-1H-indole-3-carbonitrile
  参考文献：
  名称：

  3-Cyanoindole-based inhibitors of inosine monophosphate dehydrogenase: synthesis and initial structure–Activity relationships

  摘要：

  A series of novel small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH), based upon a 3-cyanoindole core, were explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SAR), derived from in vitro studies, for this new series of inhibitors is given. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00757-1
• 作为产物：
  描述：

  [4-(1-Ethoxy-vinyl)-benzyl]-carbamic acid tert-butyl ester 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 Carbamic acid, [[2-(azidoacetyl)phenyl]methyl]-, 1,1-dimethylethyl ester
  参考文献：
  名称：

  3-Cyanoindole-based inhibitors of inosine monophosphate dehydrogenase: synthesis and initial structure–Activity relationships

  摘要：

  A series of novel small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH), based upon a 3-cyanoindole core, were explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SAR), derived from in vitro studies, for this new series of inhibitors is given. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00757-1