(tert-butoxycarbonyl-hydrazono)-acetic acid ethyl ester | 188262-96-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (tert-butoxycarbonyl-hydrazono)-acetic acid ethyl ester
• 英文别名: (Tert-butoxycarbonyl-hydrazono)-acetic acid ethyl ester；ethyl 2-[(2-methylpropan-2-yl)oxycarbonylhydrazinylidene]acetate
• CAS: 188262-96-6
• 化学式: C₉H₁₆N₂O₄
• 分子量: 216.237
• InChiKey: ZJYIJBTURMPVEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (tert-butoxycarbonyl-hydrazono)-acetic acid ethyl ester 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、206.84 kPa 条件下， 生成 tert-butyl 2-(2-ethoxy-2-oxoethyl)-2-(2-(((2S,3S)-2-hydroxy-6-((E)-2-nitroguanidino)-1-oxo-1-(phenethylamino)hexan-3-yl)carbamoyl)cyclohexane-1-carbonyl)hydrazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological activity of P2–P4 azapeptidomimetic P1-argininal and P1-ketoargininamide derivatives: a novel class of serine protease inhibitors

  摘要：

  Molecular modeling and topographic considerations of the thrombin-specific sequences Boc-Asp-Pro-Arg-TS or Ac-d-Phe-Pro-Arg-TS (TS = transition state analog electrophilic center) and related scaffolds led to the design of novel P-2-P-4-azapeptidomimetic P-1-argininal and P-1-ketoargininamide derivatives (3a-j). The synthesis and biological activity of these potential serine protease inhibitors are presented. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00005-x
• 作为产物：
  描述：

  乙醛酸乙酯 、 肼基甲酸叔丁酯 以 甲醇 为溶剂， 反应 1.0h， 生成 (tert-butoxycarbonyl-hydrazono)-acetic acid ethyl ester
  参考文献：
  名称：

  银（I） -催化的串联Sigamatropic重排/ 1,3--H移位/6π氮杂electrocyclization的Ñ -Propargylic腙：A柔和合成路线到1,6- Dihydropyridazines

  摘要：

  A高效催化的AgOTf [3,3]σ重排/ 1,3--H移位/的6π氮杂electrocyclization级联反应Ñ -propargylic腙已经研制成功。该方法提供了一种新的温和的合成路线，以高选择性合成各种多取代的1,6-二氢哒嗪，包括3-CF 3-取代的。

  DOI：

  10.1021/acs.joc.6b00428

文献信息

• 1-METHYL-BENZO[1,2,4]THIADIAZINE 1-OXIDE DERIVATIVES
  申请人：Zhou Yuefen

  公开号：US20080292588A1

  公开（公告）日：2008-11-27

  The invention is directed to 1-methyl-benzo[1,2,4]thiadiazine 1-oxide derivatives and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  这项发明涉及1-甲基苯并[1,2,4]噻二嗪-1-氧化物衍生物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。
• PYRIDAZINONE COMPOUNDS
  申请人：Dragovich Peter

  公开号：US20080188466A1

  公开（公告）日：2008-08-07

  The invention is directed to pyridazinone compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  该发明涉及吡啶并咪唑酮化合物和含有这些化合物的药物组合物，用于治疗丙型肝炎病毒感染。
• Synthesis and biological activity of P2–P4 azapeptidomimetic P1-argininal and P1-ketoargininamide derivatives: a novel class of serine protease inhibitors
  作者：J.Edward Semple、David C. Rowley、Terence K. Brunck、William C. Ripka

  DOI：10.1016/s0960-894x(97)00005-x

  日期：1997.2

  Molecular modeling and topographic considerations of the thrombin-specific sequences Boc-Asp-Pro-Arg-TS or Ac-d-Phe-Pro-Arg-TS (TS = transition state analog electrophilic center) and related scaffolds led to the design of novel P-2-P-4-azapeptidomimetic P-1-argininal and P-1-ketoargininamide derivatives (3a-j). The synthesis and biological activity of these potential serine protease inhibitors are presented. (C) 1997, Elsevier Science Ltd.
• Silver(I)-Catalyzed Tandem Sigamatropic Rearrangement/1,3-H Shift/6π Aza-electrocyclization of <i>N</i>-Propargylic Hydrazones: A Mild Synthetic Route to 1,6-Dihydropyridazines
  作者：Zong-Cang Ding、Lu-Chuan Ju、Ying Yang、Xiao-Ming An、Yun-Bing Zhou、Ren-Hao Li、Hai-Tao Tang、Cheng-Ke Ding、Zhuang-Ping Zhan

  DOI：10.1021/acs.joc.6b00428

  日期：2016.5.6

  A highly efficient AgOTf catalyzed [3,3] sigmatropic rearrangement/1,3-H shift/6π aza-electrocyclization cascade reaction of N-propargylic hydrazones has been developed. This method provides a new mild synthetic route to various polysubstituted 1,6-dihydropyridazines including the 3-CF3-substituted ones with high selectivity.

  A高效催化的AgOTf [3,3]σ重排/ 1,3--H移位/的6π氮杂electrocyclization级联反应Ñ -propargylic腙已经研制成功。该方法提供了一种新的温和的合成路线，以高选择性合成各种多取代的1,6-二氢哒嗪，包括3-CF 3-取代的。