BMP26C8 | 148103-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: BMP26C8
• 英文别名: Dimethyl 2,5,8,11,17,20,23,26-octaoxatricyclo[25.3.1.112,16]dotriaconta-1(31),12(32),13,15,27,29-hexaene-14,29-dicarboxylate
• CAS: 148103-20-2
• 化学式: C₂₈H₃₆O₁₂
• 分子量: 564.587
• InChiKey: PWAGYBUSIDVLOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  BMP26C8 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以93%的产率得到Bis(5-carboxy-1,3-phenylene)-26-crown-8
  参考文献：
  名称：

  Gunter, Maxwell J.; Johnston, Martin R., Journal of the Chemical Society. Perkin transactions I, 1994, # 8, p. 995 - 1008

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 在 四丁基碘化铵 、 sodium hydride 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 122.0h， 生成 BMP26C8
  参考文献：
  名称：

  IMPROVED SYNTHESES OF 20- AND 26-MEMBEREDbis(5-CARBOMETHOXY-1,3-PHENYLENE) CROWN ETHERS

  摘要：

  DOI：

  10.1080/00304949709355194

文献信息

• Formation of a Polythreaded, Metal–Organic Framework Utilizing an Interlocked Hexadentate, Carboxylate Linker
  作者：Ghazale Gholami、Kelong Zhu、Jas S. Ward、Paul E. Kruger、Stephen J. Loeb

  DOI：10.1002/ejic.201600311

  日期：2016.9

  unique hexacarboxylate linker was prepared on the basis of an interlocked [2]rotaxane motif. The linker contains four carboxylate groups attached to a rigid, H-shaped axle and two carboxylate units appended to a crown ether wheel. The resulting ZnII-based metal–organic framework material has a unique lattice, in which three independent 3-periodic frameworks (threefold interpenetration) are interconnected

  基于互锁的 [2] 轮烷基序制备了独特的六羧酸酯接头。连接器包含四个连接到刚性 H 形轴的羧酸根基团和两个连接到冠醚轮的羧酸根单元。由此产生的基于 ZnII 的金属有机骨架材料具有独特的晶格，其中三个独立的 3 周期骨架（三重互穿）仅通过其各个组分在轮烷接头中的穿线而相互连接。
• Efficient syntheses of bis(m-phenylene)-26-crown-8-based cryptand/paraquat derivative [2]rotaxanes by immediate solvent evaporation method
  作者：Feng Wang、Qizhong Zhou、Kelong Zhu、Shijun Li、Chong Wang、Ming Liu、Ning Li、Frank R. Fronczek、Feihe Huang

  DOI：10.1016/j.tet.2008.11.081

  日期：2009.2

  4.0×105 M−1) in acetone. In the solid state the cryptand forms a 2:1 threaded structure with paraquat and an interesting supramolecular poly[2]pseudorotaxane threaded structure with a dihydroxyethyl-substituted paraquat derivative, respectively. It has been further used to prepare cryptand/paraquat derivative [2]rotaxanes efficiently by the immediate solvent evaporation method using easily available

  一种新颖的双（米-亚苯基）为基础的-26冠-8穴状配体已被合成。它已被用来在丙酮中制备具有两个具有高缔合常数（6.5×10 5和4.0×10 5  M -1）的百草枯衍生物的两个1：1配合物。在固态下，穴状配体形成具有百草枯的2：1螺纹结构和具有二羟乙基取代的百草枯衍生物的有趣的超分子聚[2]假轮烷烷螺纹结构。通过使用容易获得的3,5-二甲基苯基作为终止剂的立即溶剂蒸发法，它还被用于有效地制备穴状/百草枯的衍生物[2]轮烷。
• Efficient Syntheses of Novel Cryptands Based on Bis(m-phenylene)-26-crown-8 and Their Complexation with Paraquat
  作者：Zhikai Xu、Xinmin Huang、Jidong Liang、Suhui Zhang、Songgen Zhou、Mujuan Chen、Mingfei Tang、Lasheng Jiang

  DOI：10.1002/ejoc.200901294

  日期：2010.4

  High-yielding syntheses of two novel cryptands based on bis(m-phenylene)-26-crown-8 are reported. One-step [2+2] cyclization of methyl 3,5-dihydroxybenzoate with tri(ethylene glycol) ditosylate under pseudo-high-dilution conditions gave BMP26C8 (1) in 28 % yield. Reduction of 1 with LAH, followed by deprotonation (NaH) and alkylation with propargyl bromide, afforded the dialkynated BMP26C8 (3) in high

  报道了基于双（间亚苯基）-26-crown-8 的两种新型密码体的高产合成。在伪高稀释条件下，3,5-二羟基苯甲酸甲酯与三（乙二醇）二甲苯磺酸酯的一步 [2+2] 环化得到 BMP26C8 (1)，产率为 28%。用 LAH 还原 1，然后去质子化 (NaH) 和用炔丙基溴烷基化，以高产率（两步 84%）提供二炔化 BMP26C8 (3)。3 通过铜 (II) 介导的 Eglinton 偶联的单分子大环化以 97% 的产率生成含丁二炔的穴状化合物 4。4 的 Pd/C 催化氢化产生穴状配体 5 (93%)。它们的结构通过NMR、ESI-MS和X射线分析证实。还研究了这些新的穴状化合物与百草枯的络合行为，并且发现这些密码体与百草枯的结合比相应的 BMP26C8 更强。丙酮溶液中的结合常数（K 1 和K 2 ）确定为K 1 = 914 M ―1 ，K 2 = 229 M ―1 配合物4 2 ·6
• Gunter, Maxwell J.; Jeynes, Tyrone P.; Johnston, Martin R., Journal of the Chemical Society. Perkin transactions I, 1998, # 12, p. 1945 - 1957
  作者：Gunter, Maxwell J.、Jeynes, Tyrone P.、Johnston, Martin R.、Turner, Peter、Chen, Zhangping

  DOI：——

  日期：——
• Syntheses, X-ray Structures, Complexation and Thermal Stability Studies of Bis(5-carbomethoxy-1,3-phenylene)-(3x + 2)-crown-x Compounds
  作者：Yadollah Delaviz、Joseph S. Merola、Michael A. G. Berg、Harry W. Gibson

  DOI：10.1021/jo00108a009

  日期：1995.2

  Bis(5-carbomethoxy-1,3-phenylene)-(3x + 2)-crown-x compounds [x = 6 (3a), x = 8 (3b), and x = 10 (3c)] have been synthesized in one step by reaction of methyl 3,5-dihydroxybenzoate oxybenzoate (1) and the corresponding oligo(ethylene glycol) dichlorides (2a, 2b, and 2c) in the presence of NaH or KH in N,N-dimethylformamide (DMF). The smaller monoester, 5-carbomethoxy-1,3-phenylene-16-crown-5 (4c), was also isolated along with 3c. The X-ray crystal structures of these macrocycles (3b, 3c, and 4c) have been determined. Macrocycle 3b crystallizes in the triclinic space group P-1 with unit cell parameters of a = 8.632(2) Angstrom, b = 10.006(2) Angstrom, c = 11.527(2) Angstrom, alpha = 78.30(3)degrees, beta = 71.98(3)degrees, gamma = 65.00(3)degrees. Macrocycle 3c crystallizes in the triclinic space group P-1 with unit cell parameters of a = 8.911(2) Angstrom, b = 9.497(2) Angstrom, c = 10.140(2) Angstrom, alpha = 93.66(2)degrees, beta = 94.03(1)degrees, gamma = 105.95(1)degrees. Macrocycle 4c crystallizes in the triclinic space group with unit cell parameters of a = 8.748(2) Angstrom, b = 9.163(2) Angstrom, c = 12.025(3) Angstrom, alpha = 74.90(2)degrees, beta = 86.81(2)degrees, gamma = 61.73(2)degrees. The thermal stabilities of these macrocycles and the complexation abilities of the bis(m-phenylene)-32-crown-10 derivatives with methyl viologen bis(hexafluorophosphate) (8) have been examined by H-1 NMR spectroscopy.