{2-[{4-[Bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester | 893842-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: {2-[{4-[Bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[[4-[bis[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]-6-chloro-1,3,5-triazin-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]ethyl]carbamate
• CAS: 893842-35-8
• 化学式: C₃₁H₅₆ClN₉O₈
• 分子量: 718.294
• InChiKey: LPJTZLPKURNZKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  49
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  199
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  {2-[{4-[Bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 tert-butyl N-[2-[[4-[bis[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]-6-[4-[[(4,6-dichloro-1,3,5-triazin-2-yl)amino]methyl]piperidin-1-yl]-1,3,5-triazin-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]ethyl]carbamate
  参考文献：
  名称：

  A Divergent Route to Diversity in Macromolecules

  摘要：

  A synthetic route for obtaining functional group diversity in macromolecules is described. The route relies on the differential reactivity of substituted dichlorotriazines. Treatment of a triamine core with substituted dichlorotriazines cleanly yields tris(monochlorotriazines). Subsequent SNAr reactions with amine nucleophiles bearing the functional group of interest yield diversity. If the substituent on the dichlorotriazine is a protected nucleophile, deprotection of the functionalized core allows for iterative reactions and the synthesis of star, dendritic, and hybrid macromolecules.

  DOI：

  10.1021/ol060559p
• 作为产物：
  描述：

  三聚氯氰 、 二(2-甲基-2-丙基)(亚氨基二-2,1-乙二基)二氨基甲酸酯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以99%的产率得到{2-[{4-[Bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  三嗪树枝状聚合物与周围受正交保护的胺。用Dde和BOC基团掩盖胺提供了一种通过迭代合成携带受保护的醇和二硫化物的替代方法

  摘要：

  基于三聚氰胺的正交保护的树枝状聚合物，具有24个Boc保护的胺（Boc为叔丁氧羰基）和12个Dde保护的（Dde为N使用会聚途径在四个线性步骤中合成了-2-（4,4-二甲基-2,6-二氧代环己基）乙基）胺，总产率为43％，提供了5 g的产品。该树枝状大分子的合成后操作产生了一个57 kDa的大分子，带有聚（乙二醇）基团和吡啶二硫醚基团，分别通过氨基甲酸酯键和酰胺键连接。与已探究的其他基团（尤其是羟基）相比，这些正交保护的胺为化学修饰提供了更多的反应性手感。此外，事实证明，Dde基团比以前使用的二硫化物对所用的合成方法更稳定。一氯三嗪和二氯三嗪中间体可作为消除因三嗪环过度取代而产生的有害副产物的宝贵途径。

  DOI：

  10.1021/jo701320h

文献信息

• Functionally Diverse Macromolecules and Their Synthesis
  申请人：Simanek E. Eric

  公开号：US20070041933A1

  公开（公告）日：2007-02-22

  Functionally diverse macromolecules and synthetic routes for obtaining the same are disclosed. In certain embodiments, the synthesis proceeds in a divergent manner. In other embodiments, the routes rely on the differential reactivity of monomeric electrophilic triazine building blocks that display protected or unprotected groups. This diversity permits the facile introduction of a variety of diversity groups at multiple positions of these macromolecules, thereby setting the stage for further generational growth of the macromolecule and/or incorporation of other diversity groups such as biocompatible targeting groups.

  本文披露了功能多样的大分子和用于获得这些大分子的合成途径。在某些实施例中，合成以分散的方式进行。在其他实施例中，这些途径依赖于显示受保护或未受保护基团的单体亲电性三嗪构建块的不同反应性。这种多样性使得能够轻松地在这些大分子的多个位置引入各种多样性基团，从而为大分子的进一步世代生长和/或其他多样性基团（如生物相容性靶向基团）的引入奠定了基础。
• FUNCTIONALLY DIVERSE MACROMOLECULES AND THEIR SYNTHESIS
  申请人：Simanek E. Eric

  公开号：US20070098676A1

  公开（公告）日：2007-05-03

  Functionally diverse macromolecules and synthetic routes for obtaining the same are disclosed. In certain embodiments, the synthesis proceeds in a divergent manner. In other embodiments, the routes rely on the differential reactivity of monomeric electrophilic triazine building blocks that display protected or unprotected groups. This diversity permits the facile introduction of a variety of diversity groups at multiple positions of these macromolecules, thereby setting the stage for further generational growth of the macromolecule and/or incorporation of other diversity groups such as biocompatible targeting groups.
• A Divergent Route to Diversity in Macromolecules
  作者：Emily Hollink、Eric E. Simanek

  DOI：10.1021/ol060559p

  日期：2006.5.1

  A synthetic route for obtaining functional group diversity in macromolecules is described. The route relies on the differential reactivity of substituted dichlorotriazines. Treatment of a triamine core with substituted dichlorotriazines cleanly yields tris(monochlorotriazines). Subsequent SNAr reactions with amine nucleophiles bearing the functional group of interest yield diversity. If the substituent on the dichlorotriazine is a protected nucleophile, deprotection of the functionalized core allows for iterative reactions and the synthesis of star, dendritic, and hybrid macromolecules.
• Triazine Dendrimers with Orthogonally Protected Amines on the Periphery. Masking Amines with Dde and BOC Groups Provides an Alternative to Carrying Protected Alcohols and Disulfides through an Iterative Synthesis
  作者：Alona P. Umali、Hannah L. Crampton、Eric E. Simanek

  DOI：10.1021/jo701320h

  日期：2007.12.1

  An orthogonally protected dendrimer based on melamine displaying 24 Boc-protected amines (Boc is t-butoxycarbonyl) and 12 Dde-protected (Dde is N-2-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl) amines was synthesized using a convergent route in four linear steps in 43% overall yield to provide 5 g of product. Postsynthetic manipulation of this dendrimer produced a 57 kDa macromolecule bearing poly(ethylene

  基于三聚氰胺的正交保护的树枝状聚合物，具有24个Boc保护的胺（Boc为叔丁氧羰基）和12个Dde保护的（Dde为N使用会聚途径在四个线性步骤中合成了-2-（4,4-二甲基-2,6-二氧代环己基）乙基）胺，总产率为43％，提供了5 g的产品。该树枝状大分子的合成后操作产生了一个57 kDa的大分子，带有聚（乙二醇）基团和吡啶二硫醚基团，分别通过氨基甲酸酯键和酰胺键连接。与已探究的其他基团（尤其是羟基）相比，这些正交保护的胺为化学修饰提供了更多的反应性手感。此外，事实证明，Dde基团比以前使用的二硫化物对所用的合成方法更稳定。一氯三嗪和二氯三嗪中间体可作为消除因三嗪环过度取代而产生的有害副产物的宝贵途径。