tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]-N-octan-2-ylcarbamate | 211757-42-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]-N-octan-2-ylcarbamate
• CAS: 211757-42-5
• 化学式: C₁₈H₃₆N₂O₄
• 分子量: 344.495
• InChiKey: KTXJSMMEQQWWPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]-N-octan-2-ylcarbamate 在 镍 氢气 、 三氟乙酸 作用下， 生成 (±)-4-氨基辛烷
  参考文献：
  名称：

  高反应性锌与烷基溴化物反应中的结构反应性关系。

  摘要：

  锌不一样！与镁或锂不同，有机溴化物与高反应性锌（Zn *）的反应显示出对有机部分结构的敏感性。可以将Zn选择性插入C-Br三级键中[等式。（一种）]。竞争动力学技术用于量化这些发现。

  DOI：

  10.1002/(sici)1521-3773(19980703)37:12<1679::aid-anie1679>3.0.co;2-b
• 作为产物：
  描述：

  偶氮二甲酸二叔丁酯 、 2-溴辛烷 在 锌 作用下， 生成 tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]-N-octan-2-ylcarbamate
  参考文献：
  名称：

  Electrophilic amination of organozinc halides

  摘要：

  The reaction of several functionalized primary, secondary and tertiary organozinc bromides, benzylzinc bromide, functionalized arylzinc halides and one heteroarylzinc bromide with ditert-butyl azodicarboxylate is described. The reaction products, N,N'-ditert-butoxycarbonylhydrazino derivatives are obtained in excellent yields for most aliphatic substrates and good yields for aromatic substrates. These compounds are direct precursors of hydrazino and amino derivatives by deprotection. The process constitutes the first synthetically useful electrophilic amination of organozinc derivatives, and takes advantage of the broad functional group tolerance of the organozinc chemistry. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02108-x

文献信息

• Electrophilic amination of organozinc halides
  作者：Raffet Velarde-Ortiz、Albert Guijarro、Reuben D. Rieke

  DOI：10.1016/s0040-4039(98)02108-x

  日期：1998.12

  The reaction of several functionalized primary, secondary and tertiary organozinc bromides, benzylzinc bromide, functionalized arylzinc halides and one heteroarylzinc bromide with ditert-butyl azodicarboxylate is described. The reaction products, N,N'-ditert-butoxycarbonylhydrazino derivatives are obtained in excellent yields for most aliphatic substrates and good yields for aromatic substrates. These compounds are direct precursors of hydrazino and amino derivatives by deprotection. The process constitutes the first synthetically useful electrophilic amination of organozinc derivatives, and takes advantage of the broad functional group tolerance of the organozinc chemistry. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Structure-Reactivity Relationship in the Reaction of Highly Reactive Zinc with Alkyl Bromides
  作者：Albert Guijarro、Reuben D. Rieke

  DOI：10.1002/(sici)1521-3773(19980703)37:12<1679::aid-anie1679>3.0.co;2-b

  日期：1998.7.3

  Zinc is different! Unlike with magnesium or lithium, the reactions of organic bromides with highly reactive zinc (Zn*) show sensitivity for the structure of the organic moiety. Selective insertions of Zn into tertiary C-Br bonds can be achieved [Eq. (a)]. Competitive kinetic techniques were used to quantify these findings.

  锌不一样！与镁或锂不同，有机溴化物与高反应性锌（Zn *）的反应显示出对有机部分结构的敏感性。可以将Zn选择性插入C-Br三级键中[等式。（一种）]。竞争动力学技术用于量化这些发现。