21,33-Dimethyl-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaene-17,37-diamine | 938193-30-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 21,33-Dimethyl-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaene-17,37-diamine
• 英文别名: 21,33-dimethyl-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaene-17,37-diamine
• CAS: 938193-30-7
• 化学式: C₃₀H₄₈N₄O₈
• 分子量: 592.733
• InChiKey: YPTFVSHRYXCZNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  42
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  异硫氰酸甲酯 、 21,33-Dimethyl-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaene-17,37-diamine 以 二氯甲烷 为溶剂， 生成 1-[21,33-Dimethyl-37-(methylcarbamothioylamino)-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaen-17-yl]-3-methylthiourea
  参考文献：
  名称：

  A regioselectively bis(thiourea)-substituted dibenzo-diaza-30-crown-10: a new strategy for the development of multi-site receptors

  摘要：

  Due to our interest in the functionalization of dibenzo-30-crown-10 moiety, a regioselectively dinitro-derived congener 1 was conveniently synthesized. The availability of the compound as a building block to develop new molecular systems allowed us to prepare a multi-site receptor 3, desirable for cooperative complexation of cationic and anionic species in an induced fit fashion. Indeed, K+ accommodated in the crowned cavity did not only tune the conformation to bind anions but also associated in the anion binding efficiently. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00819-4
• 作为产物：
  描述：

  2-甲氧基-5-硝基苯酚 在 palladium on activated charcoal 氢气 、 sodium hydride 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 20.0~100.0 ℃ 、202.65 kPa 条件下， 生成 21,33-Dimethyl-2,5,8,11,14,24,27,30-octaoxa-21,33-diazatricyclo[32.4.0.015,20]octatriaconta-1(34),15(20),16,18,35,37-hexaene-17,37-diamine
  参考文献：
  名称：

  A regioselectively bis(thiourea)-substituted dibenzo-diaza-30-crown-10: a new strategy for the development of multi-site receptors

  摘要：

  Due to our interest in the functionalization of dibenzo-30-crown-10 moiety, a regioselectively dinitro-derived congener 1 was conveniently synthesized. The availability of the compound as a building block to develop new molecular systems allowed us to prepare a multi-site receptor 3, desirable for cooperative complexation of cationic and anionic species in an induced fit fashion. Indeed, K+ accommodated in the crowned cavity did not only tune the conformation to bind anions but also associated in the anion binding efficiently. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00819-4

文献信息

• Effective cation-assisted chirality induction using a dibenzo-diaza-30-crown-10 with bis(zinc(ii) porphyrin) unitsElectronic supplementary information (ESI) available: synthesis of 1. See http://www.rsc.org/suppdata/cc/b4/b403684k/
  作者：Yuji Kubo、Yusuke Ishii、Toshiharu Yoshizawa、Sumio Tokita

  DOI：10.1039/b403684k

  日期：——

  The first rationalized crown ether–bis(porphyrin) conjugate with a large ring-based conformation flexiblity 1 has been synthesized; the achiral-to-chiral transformation upon complexation with chiral diamines is assisted by K+ accommodated in the crowned moiety, and it is possible to determine the chirality of carboxylates as potassium salts.

  我们合成了首个合理化的冠醚-双（卟啉）共轭物，该共轭物具有很大的环基构象灵活性1；与手性二胺络合时，冠醚分子中容纳的 K+ 会帮助无手性向手性的转化，并有可能确定作为钾盐的羧酸盐的手性。
• Dibenzodiaza-30-crown-10-appended bis(zinc porphyrin) tweezers: synthesis and crown-assisted chiroptical behaviour
  作者：Yusuke Ishii、Toshiharu Yoshizawa、Yuji Kubo

  DOI：10.1039/b701317e

  日期：——

  NMR as well as scanning electron microscopy (SEM) observation. We also consider the crown-based conformation flexibility, in which accommodated K(+) tunes the porphyrin orientation into the tweezers conformation, assisting chirality induction upon complexation with chiral diamine 2. The circular dichroism (CD) intensity change essentially reached a plateau at a [(1R,2R)-2] : [1] ratio of 2 : 1 for

  在开发手性操纵系统的程序中，我们合成了以二苯并二氮杂30-冠-10为连接单元的双（卟啉锌）1。检查了两个结构特征。通过（1）H NMR的浓度依赖性和扫描电子显微镜（SEM）推断，氮杂-冠状部分与卟啉的锌（ii）发生分子间相互作用，能够引起聚集形成球形纳米结构。 。我们还考虑了基于冠的构象灵活性，其中容纳的K（+）将卟啉取向调整为镊子构象，在与手性二胺2络合后协助手性诱导。圆二色性（CD）强度变化基本上达到了[（1R，2R）-2]：[1]比2：与图1相比，与无K（+）的条件相比，观察到CD谱的幅度提高了45％。冠状连接基的使用不限于在K（+）存在下促进用二胺的手性诱导。通过液体（CH（2）Cl（2）中的1）-液体（1 N KOH中的氨基酸）两相萃取，使用1进行未保护氨基酸（Lys，His，Trp和Phe）的手性探测。冠段的两亲特性以及K（+）辅助的镊子构象，使探索开发水中氨基酸手性传感器的有
• A regioselectively bis(thiourea)-substituted dibenzo-diaza-30-crown-10: a new strategy for the development of multi-site receptors
  作者：Tomokazu Tozawa、Yoshihiro Misawa、Sumio Tokita、Yuji Kubo

  DOI：10.1016/s0040-4039(00)00819-4

  日期：2000.7

  Due to our interest in the functionalization of dibenzo-30-crown-10 moiety, a regioselectively dinitro-derived congener 1 was conveniently synthesized. The availability of the compound as a building block to develop new molecular systems allowed us to prepare a multi-site receptor 3, desirable for cooperative complexation of cationic and anionic species in an induced fit fashion. Indeed, K+ accommodated in the crowned cavity did not only tune the conformation to bind anions but also associated in the anion binding efficiently. (C) 2000 Elsevier Science Ltd. All rights reserved.