4,4'-ditosylaminodiphenylmethane | 74043-79-1

• 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: 4,4'-ditosylaminodiphenylmethane
• 英文别名: 4,4’-methylenebis(N-p-tosylanilide)；bis-[4-(toluene-4-sulfonylamino)-phenyl]-methane；Bis-[4-(toluol-4-sulfonylamino)-phenyl]-methan；4.4'-Bis-p-toluolsulfonylamino-diphenylmethan；4-Methyl-N-[4-(4-{[(4-methylphenyl)sulfonyl]amino}benzyl)phenyl]benzenesulfonamide；4-methyl-N-[4-[[4-[(4-methylphenyl)sulfonylamino]phenyl]methyl]phenyl]benzenesulfonamide
• CAS: 74043-79-1
• 化学式: C₂₇H₂₆N₂O₄S₂
• mdl: MFCD00328350
• 分子量: 506.646
• InChiKey: YAAAEDMYMNQHRQ-UHFFFAOYSA-N

物化性质

• 熔点：
  164 °C
• 沸点：
  675.6±65.0 °C(Predicted)
• 密度：
  1.334±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,4'-ditosylaminodiphenylmethane 生成 7,14,24,31-tetrazaheptacyclo[30.2.2.23,6.29,12.215,18.220,23.226,29]hexatetraconta-1(34),3(46),4,6(45),15(42),16,18(41),20,22,32,35,39-dodecaene
  参考文献：
  名称：

  Modifications of hydrophobic cavity and their effects on the complex formation with a hydrophobic substrate

  摘要：

  DOI：

  10.1016/s0040-4039(00)77855-5
• 作为产物：
  描述：

  4,4'-二氨基二苯甲烷 、 对甲苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 4,4'-ditosylaminodiphenylmethane
  参考文献：
  名称：

  Synthesis of a water-soluble macrocyclic anthracenophane and its size-selective molecular recognition

  摘要：

  通过对甲苯磺酸保护的二氨基二苯甲烷与 9,10-双（溴甲基）蒽反应，然后去除保护基团，合成了具有两个蒽分子的四氮杂环烷（3）。通过将 3 与 Fmoc-β- 丙氨酸缩合，然后去除 Fmoc 基团，制备出了水溶性蒽素（1）。宿主 1 在水介质中显示出尺寸选择性客体分辨能力。具有合适分子大小的双-ANS（4,4′-二苯胺基-1,1′-二萘基-5,5′-二磺酸盐）被加入到 1 的内腔中，其结合常数（K）为 2.6 × 105 M-1，但稍小的客体如 1,8-ANS（8-苯胺基萘-1-磺酸盐）则没有，荧光滴定实验证实了这一点。

  DOI：

  10.1007/s10847-016-0611-6

文献信息

• A Catalytic Construction of Indoles via Formation of Ruthenium Vinylidene Species from <i>N</i> ‐Arylynamides
  作者：Masanori Tayu、Ryuta Watanabe、Satoshi Isogi、Nozomi Saito

  DOI：10.1002/adsc.202001342

  日期：2021.2.16

  with a catalytic amount of TpRuCl(PPh3)2 resulted in the construction of indole scaffolds known as privileged structure motifs. This reaction involved a cascade of 1,2‐rearrangement and cyclization carrying out C−C bond formation via a ruthenium vinylidene intermediate, as revealed by a deuterium‐labeling experiments. Furthermore, the transformation of multi‐functionalized ynamide, derived from a practical

  用催化量的TpRuCl（PPh 3）2处理酰胺，导致吲哚支架的构建被称为特权结构基序。如氘标记实验所示，该反应涉及1,2-重排和环化的级联，通过钌-亚乙烯基中间体进行CC键形成。此外，源自实用药物分子的多官能化乙酰胺的转化显示出该反应对官能团的高度耐受性。
• New entry to tetranuclear clusters with tetrathiol ligands anchored to hydrophobic macrocycles in iron–sulphur protein analogues; Fe₄S₄{cyclo-(XN[CH₂]₈)₄}^2–and Fe₄S₄{cyclo-(XN[CH₂]₈NX–p-C₆H₄–p-CH₂C₆H₄)₂}^2–(X =p-SC₆H₄CO)
  作者：Yohmei Okuno、Kouichi Uoto、Yuko Sasaki、Osamu Yonemitsu、Takenori Tomohiro

  DOI：10.1039/c39870000874

  日期：——

  Efficient synthetic routes to novel tetrathiol compounds attached to a 36- or a 38-membered ring consisting of a methylene backbone or a cyclophane type macrocycle have been developed which involve a double condensation as the key reaction; a new class of synthetic 4Fe–4S analogues of iron–sulphur proteins could be introduced using these hydrophobic SH ligands.

  已经开发出有效的合成路线，以合成新的四硫醇化合物，该化合物与由亚甲基骨架或环烷型大环组成的36或38元环相连，该反应涉及关键的双缩合反应。可以使用这些疏水性SH配体引入一类新的合成的铁硫蛋白4Fe-4S类似物。
• Convenient Synthesis of Large Tetraazamacrocycles Bearing Alkylene, Cyclophane and Crown Ether Type Skeletons
  作者：Takenori Tomohiro、Parviz Ahmadi Avval、Hiroaki Yohmei Okuno

  DOI：10.1055/s-1992-26184

  日期：——

  A series of large tetraazamacrocycles with 28- to 44-membered rings consisting of alkylene, phenylene or ether type backbones has been prepared without the use of high-dilution conditions in practically significant yields (25-42%). The reaction can be carried out with a 10 mmol concentration and is applicable to a variety of combinations of different kinds of chains.

  一系列大型四氮大环化合物被合成，环数为28至44，骨架包括烷基、苯基或醚型，在没有使用高稀释条件的情况下，以实质性产率（25-42%）制备完成。该反应可以在10毫摩尔浓度下进行，并适用于多种不同链组合。
• Hydroxylation of steroids with an artificial P-450 catalyst bearing synthetic cyclophanes as binding groups
  作者：Ronald Breslow、Zhenglai Fang

  DOI：10.1016/s0040-4039(02)01028-6

  日期：2002.7

  A novel catalyst has been synthesized in which a manganese–porphyrin unit is linked to four hydrophobic cyclophane binding groups. Relative to a previous catalyst in which the binding groups were cyclodextrins, the new catalyst shows somewhat higher catalytic turnovers before it is destroyed, but less selective product formation.

  合成了一种新型催化剂，其中锰-卟啉单元与四个疏水性环烷结合基团相连。相对于先前的结合基团为环糊精的催化剂，新催化剂在被破坏之前显示出更高的催化转化率，但选择性产物形成较少。
• Diastereomeric host-guest complex formation by an optically active paracyclophane in water
  作者：Ichiro Takahashi、Kazunori Odashima、Kenji Koga

  DOI：10.1016/s0040-4039(01)80077-0

  日期：1984.1

  The first synthesis of a water-soluble cyclophane possessing a chiral hydrophobic cavity, and the formation of diastereomeric inclusion complexes with chiral hydrophobic guests in water are described.

  描述了具有手性疏水腔的水溶性环烷的首次合成，以及在水中与手性疏水客体的非对映异构体包合物的形成。