N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide | 202980-98-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide
• 英文别名: di-tert-butyl 1-allylhydrazine-1,2-dicarboxylate；tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]-N-prop-2-enylcarbamate
• CAS: 202980-98-1
• 化学式: C₁₃H₂₄N₂O₄
• 分子量: 272.345
• InChiKey: VBIRTRQHZSUBPM-UHFFFAOYSA-N

物化性质

• 熔点：
  74.0-74.4 °C
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide 在 偶氮二异丁腈 、 过氧化双月桂酰 、 三正丁基氢锡 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 生成 di-tert-butyl 1-(5-ethoxy-5-oxopentyl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  A Convergent and Flexible Approach to Hydroxylamines, Hydrazines and Related Structures

  摘要：

  分子间黄原酸盐转移自由基加成到保护的烯丙基氢氧胺或肼提供了一条新的灵活而聚合的路线，可以将加成产物方便地进一步转化为复杂的芳香族或杂环氢氧胺或肼衍生物。

  DOI：

  10.1055/s-2002-31899
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 四丁基硫酸氢铵 、 potassium carbonate 、 一水合肼 、 sodium hydroxide 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.0h， 生成 N'-[(tert-butoxy)carbonyl]-N'-(prop-2-en-1-yl)(tert-butoxy)carbohydrazide
  参考文献：
  名称：

  1,2,3-三唑和吡唑类似物的合成作为联苯-新木质素的生物等排体

  摘要：

  新木脂素设计的1,2,3-三唑和吡唑类似物。

  DOI：

  10.1002/bkcs.11352

文献信息

• Convenient Synthesis of Monobenzylated Hydrazides via Aqueous Zinc-Mediated Addition Reactions
  作者：Gary W. Breton

  DOI：10.1080/00397911.2013.851245

  日期：2014.4.18

  Abstract Addition of substituted benzyl bromides to dialkyl azodicarboxylates under aqueous zinc-mediated addition conditions occurs readily to afford monobenzylated hydrazides in good to excellent yields. The reaction is tolerant of a variety of substituents on the benzyl bromide ring. Several dialkyl azodicarboxylates were successfully tested under the reaction conditions. The limitations of the

  摘要 在水性锌介导的加成条件下，取代的苄基溴与偶氮二羧酸二烷基酯的加成很容易发生，以良好到极好的产率提供单苄基酰肼。该反应耐受苄基溴环上的各种取代基。在反应条件下成功测试了几种偶氮二羧酸二烷基酯。还解决了反应的局限性。[本文提供补充材料。访问出版商的 Synthetic Communications® 在线版，获取以下免费补充资源：完整的实验和光谱细节。] 图形摘要
• Facile Synthesis of Mono-, Di-, and Trisubstituted Alpha-Unbranched Hydrazines
  作者：Lars K. Rasmussen

  DOI：10.1021/jo0525783

  日期：2006.4.1

  2-dicarboxylate were investigated. It was found that under mild conditions mono- or di-substituted hydrazine derivatives were obtained in good to excellent yield. Furthermore, it was shown that one of the two Boc-groups of the disubstituted derivatives was selectively removed by heating, leading to precursors for trisubstituted hydrazines.

  研究了肼合1,2-二羧酸二叔丁酯的烷基化方法。发现在温和的条件下以良好至优异的产率获得了单取代或二取代的肼衍生物。此外，显示出通过加热选择性地除去了二取代衍生物的两个Boc基团之一，从而产生了三取代肼的前体。
• On the Nature of the Rotational Energy Barrier of Atropisomeric Hydrazides
  作者：Andrea Pellegrini、Laura Marcon、Paolo Righi、Giovanni Centonze、Chiara Portolani、Marco Capodiferro、Shilashi Badasa Oljira、Simone Manetto、Alessia Ciogli、Giorgio Bencivenni

  DOI：10.3390/molecules28237856

  日期：——

  research groups. This article presents an in-depth analysis of the energy barrier needed for the racemization process of atropoisomeric hydrazides, combining an experimental and computational approach. The focus is on examining how electronic and steric factors impact the racemization process. The results obtained indicate that the barrier observed during the racemization process mainly arises from an

  NN 阻转异构体代表了一类有用的化合物，最近受到许多研究小组的重要关注。本文结合实验和计算方法，对阿托异构酰肼外消旋过程所需的能垒进行了深入分析。重点是研究电子和空间因素如何影响外消旋过程。所得结果表明，在外消旋化过程中观察到的势垒主要来自于氮原子p轨道特性的增加。
• Radical Arylaminomethylation of Unactivated Alkenes
  作者：Frédéric Lebreux、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol901055j

  日期：2009.7.2

  Xanthates derived from open chain or cyclic N-chloromethylanilides are capable of adding to various unactivated alkenes to give adducts which, in suitable cases, can be made to undergo ring closure onto the aromatic ring. This flexible arylaminomethylation of alkenes allows the rapid synthesis of open chain or polycyclic aniline derivatives.
• Functional Primary Amines and Diamines from α-Aminoacids. A Concise Route to Substituted 2-Aminotetralins
  作者：Béatrice Quiclet-Sire、Guillaume Revol、Samir Z. Zard

  DOI：10.1021/ol901263t

  日期：2009.8.20

  S-Phthalimidomethyl xanthates derived from various alpha-amino acids add efficiently to a range of unactivated alkenes to give a variety of highly functionalized, protected amines. In the case of phenylalanine and tyrosine derived xanthates, the adducts can be further converted into the rare 4-substituted 2-aminotetralines by a radical ring closure onto the aromatic ring.