1-tert-butoxycarbonyl-1-(3-cyanophenyl)hydrazine | 380383-84-6

• 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: 1-tert-butoxycarbonyl-1-(3-cyanophenyl)hydrazine
• 英文别名: tert-Butyl 2-(3-cyanophenyl)carbazate；tert-butyl N-amino-N-(3-cyanophenyl)carbamate
• CAS: 380383-84-6
• 化学式: C₁₂H₁₅N₃O₂
• 分子量: 233.27
• InChiKey: XXWMPBWYVSHHTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-tert-butoxycarbonyl-1-(3-cyanophenyl)hydrazine 在 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 生成 tert-Butyl 2-(3-cyanophenyl)-3-(2,2,2-trifluoroacetyl)carbazate
  参考文献：
  名称：

  Aza-amino acid derivatives (factor Xa inhibitors 15)

  摘要：

  本发明涉及一般式I1的半卡巴肼，其中R1，R2，R3，R4和I具有权利要求1所示的含义。式I的化合物可以作为人类和兽医药物活性化合物，特别是用于控制和预防血栓栓塞性疾病，如血栓形成、心肌梗死、动脉硬化、炎症、中风、心绞痛、血管成形术后再狭窄和间歇性跛行。

  公开号：

  US20040034072A1
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 间碘苯腈 在 copper(l) iodide 、 1,10-菲罗啉 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以77%的产率得到1-tert-butoxycarbonyl-1-(3-cyanophenyl)hydrazine
  参考文献：
  名称：

  Synthesis of N-Aryl Hydrazides by Copper-Catalyzed Coupling of Hydrazides with Aryl Iodides

  摘要：

  [GRAPHICS]A convenient method for intermolecular N-arylation of hydrazides with substituted aryl iodides in the presence of a copper catalyst and Cs(2)CO(3) is reported. The C-N coupling of N-Boc hydrazine with para- and meta-substituted aryl iodides afforded the N-arylated products A, regioselectively. A reversal in regioselectivity is observed for the arylation of benzoic hydrazide with ortho-substituted aryl iodides, providing the N'-arylated products B.

  DOI：

  10.1021/ol0168216

文献信息

• Synthesis of <i>N</i>-Aryl Hydrazides by Copper-Catalyzed Coupling of Hydrazides with Aryl Iodides
  作者：Martina Wolter、Artis Klapars、Stephen L. Buchwald

  DOI：10.1021/ol0168216

  日期：2001.11.1

  [GRAPHICS]A convenient method for intermolecular N-arylation of hydrazides with substituted aryl iodides in the presence of a copper catalyst and Cs(2)CO(3) is reported. The C-N coupling of N-Boc hydrazine with para- and meta-substituted aryl iodides afforded the N-arylated products A, regioselectively. A reversal in regioselectivity is observed for the arylation of benzoic hydrazide with ortho-substituted aryl iodides, providing the N'-arylated products B.
• Copper(I)-picolinic acid catalyzed N-arylation of hydrazides
  作者：Miu Suen Lam、Hang Wai Lee、Albert S.C. Chan、Fuk Yee Kwong

  DOI：10.1016/j.tetlet.2008.08.050

  日期：2008.10

  An efficient copper-catalyzed carbon-nitrogen bond formation is described. The copper(I) complex with commercially available 2-picolinic acid ligand was found to be effective in N-arylation of N-Boc-hydrazine. This methodology offers a regioselective N-arylation of hydrazides using a variety of substituted aryl iodides. (C) 2008 Elsevier Ltd. All rights reserved.
• Aza-amino acid derivatives (factor Xa inhibitors 15)
  申请人：——

  公开号：US20040034072A1

  公开（公告）日：2004-02-19

  The invention relates to semicarbazides of the general formula I 1 where R 1 , R 2 , R 3 , R 4 and I have the meaning indicated in claim 1. The compounds of the formula I can be employed as pharmaceutical active compounds in human and veterinary medicine, in particular for the control and prevention of thromboembolic disorders such as thrombosis, mycocardial infarct, arteriosclerosis, inflammation, apoplexy, angina pectoris, restenosis after angioplasty and intermittent claudication.

  本发明涉及一般式I1的半卡巴肼，其中R1，R2，R3，R4和I具有权利要求1所示的含义。式I的化合物可以作为人类和兽医药物活性化合物，特别是用于控制和预防血栓栓塞性疾病，如血栓形成、心肌梗死、动脉硬化、炎症、中风、心绞痛、血管成形术后再狭窄和间歇性跛行。