3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(bromomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate | 214276-12-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(bromomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate
• CAS: 214276-12-7
• 化学式: C₅₆H₆₀Br₄O₁₆
• 分子量: 1308.7
• InChiKey: NUNWBFOIVJWBGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  76
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  179
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(bromomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate 在 sodium hydroxide 、 硫脲 作用下， 生成 3-[29,33,37-Tris(3-hydroxypropyl)-6,12,18,39-tetrakis(sulfanylmethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propan-1-ol
  参考文献：
  名称：

  水溶性空泡蛋白：合成在脚上含有羟基和磷酸盐，在边缘具有溴甲基和硫代甲基的亚甲基间苯二酚[4]芳烃。

  摘要：

  描述了边缘官能化的亚甲基桥连间苯二酚[4]芳烃（“ cavitands”）的合成，其包含亲水性丙醇或水溶性的磷酸丙酯脚。所述空洞在其边缘处具有合成有用的苄硫醇（空洞6和16）或苄基溴（空洞9和11）官能团，其适于在空洞的疏水腔附近进一步衍生化。这些水溶性空洞分子代表了新的组成部分，非常适合在水性超分子化学中使用。作为其在超分子研究中合成效用的一个例子，我们使有足磷酸盐的空洞11和16与含半胱氨酸的肽17和氯乙酰化的肽19分别反应，得到相应的从头蛋白18和20。

  DOI：

  10.1021/jo980305k
• 作为产物：
  描述：

  3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetramethyl-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 以88%的产率得到3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(bromomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate
  参考文献：
  名称：

  Synthesis of Water-Soluble Highly Charged and Methylene-Bridged ­Resorcin[4]arenes

  摘要：

  具有电活性亲水性紫罗碱单元、化学结合于其“边缘”区域以及多种悬挂基团（“足部”）的亚甲基桥联间苯二酚[4]芳烃已合成。这些化合物被设计为发挥电活性腔体作用，并尤其作为分枝杆菌通道蛋白的客体（通道阻断剂）。

  DOI：

  10.1055/s-2008-1032192

文献信息

• Water-Soluble Cavitands − Synthesis, Solubilities and Binding Properties
  作者：Oskar Middel、Willem Verboom、David N. Reinhoudt

  DOI：10.1002/1099-0690(200208)2002:15<2587::aid-ejoc2587>3.0.co;2-2

  日期：2002.8

  Water-soluble cavitand receptors have been obtained by the introduction of ionizable groups (5, 21-28, 39) and neutral hydrophilic tetraethylene glycol based dendritic wedges (19, 20). The synthesis of these cavitands and a study of their water solubilities and binding properties toward neutral organic guests (toluene, phenol, p-cresol) in water are described.

  通过引入可电离基团 (5, 21-28, 39) 和中性亲水性四乙二醇基树枝状楔形物 (19, 20) 已获得水溶性空腔受体。描述了这些空腔的合成及其对水中中性有机客体（甲苯、苯酚、对甲酚）的水溶性和结合特性的研究。
• Metal-Coordinated Water-Soluble Cavitands Act as C–H Oxidation Catalysts
  作者：Katherine E. Djernes、Orly Moshe、Magi Mettry、Donald D. Richards、Richard J. Hooley

  DOI：10.1021/ol203243j

  日期：2012.2.3

  Cavitands can be smoothly derivatized by CuAAC chemistry to incorporate ligand species at the upper rim. These species can coordinate metal species in a number of different conformations, leading to self-assembly. The metal-coordination confers water solubility on the cavitands, and the iron-bound species are capable of catalytic C-H oxidations of fluorene under mild conditions.