(1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-13-[[[(1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontan-13-yl]methyldisulfanyl]methyl]-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontane | 1439992-78-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-13-[[[(1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontan-13-yl]methyldisulfanyl]methyl]-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontane
• CAS: 1439992-78-5
• 化学式: C₁₀₂H₁₇₄O₅₄S₆
• 分子量: 2456.87
• InChiKey: IFLURBMHNDFMTN-WCVUTBQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  162
• 可旋转键数：
  41
• 环数：
  27.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  650
• 氢给体数：
  0
• 氢受体数：
  60

反应信息

• 作为产物：
  描述：

  10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7,12-trithiol 、 2^I,2^II,2^III,2^IV,2^V,2^VI,3^I,3^II,3^III,3^IV,3^V,3^VI,6^II,6^IV,6^VI-pentadeca-O-methyl-6^I,6^III,6^V-trithiol-α-cyclodextrin 在 碘 、 三乙胺 、 potassium iodide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以34%的产率得到(1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-13-[[[(1S,2R,3S,4S,6R,8R,9R,11S,13S,14S,16R,18R,19R,21S,22R,23S,24S,25S,30S,33R,34R,36R,38R,39S,41S,42R,43S,44R,45S,46R)-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontan-13-yl]methyldisulfanyl]methyl]-2,3,22,23,38,39,41,42,43,44,45,46-dodecamethoxy-8,18,34-tris(methoxymethyl)-5,7,10,12,15,17,20,31,32,35,37,40-dodecaoxa-27,28-dithiaoctacyclo[22.7.6.26,9.211,14.216,19.233,36.121,25.04,30]hexatetracontane
  参考文献：
  名称：

  通过三重二硫桥形成用环三戊四烯封端α-环糊精

  摘要：

  二硫键的形成是一种快速的偶联反应，可生成大多环对称受体。它用于制备基于 α-环糊精 (α-CDX) 和环三戊四烯 (CTV) 类似物的不对称空腔。因此，通过对外消旋环三苯硫酚 (3) 和全甲基化 α-环糊精 (PM α-CDX) 4 的 C3-对称三硫醇衍生物的 1:1 混合物进行碘氧化，以 11% 的分离产率获得了非对映异构半隐密素 2a 和 2b。值得注意的是，以 5:3 的非对映体比例获得了目标半隐剂。该反应主要产生 (34%) 单二硫键桥接 PM α-CDX 二聚体 7，但是没有检测到三重二硫键桥接头对头 PM α-CDX 二聚体的痕迹。此外，还观察到已知 S-cryptophane-0.0.0 的形成。

  DOI：

  10.1002/ejoc.201201729

文献信息

• Capping α-Cyclodextrin with Cyclotriveratrylene by Triple Disulfide-Bridge Formation
  作者：Frédérique Brégier、Juliette Lavalle、Jean-Claude Chambron

  DOI：10.1002/ejoc.201201729

  日期：2013.5

  C3-symmetric trithiol derivative of permethylated α-cyclodextrin (PM α-CDX) 4. Remarkably, the target hemicryptophanes were obtained in a 5:3 diastereomeric ratio. The reaction produced mainly (34 %) a singly disulfide-bridged PM α-CDX dimer 7, however no traces of triply disulfide-bridged head-to-head PM α-CDX dimer were detected. In addition, the formation of the known S-cryptophane-0.0.0 was observed

  二硫键的形成是一种快速的偶联反应，可生成大多环对称受体。它用于制备基于 α-环糊精 (α-CDX) 和环三戊四烯 (CTV) 类似物的不对称空腔。因此，通过对外消旋环三苯硫酚 (3) 和全甲基化 α-环糊精 (PM α-CDX) 4 的 C3-对称三硫醇衍生物的 1:1 混合物进行碘氧化，以 11% 的分离产率获得了非对映异构半隐密素 2a 和 2b。值得注意的是，以 5:3 的非对映体比例获得了目标半隐剂。该反应主要产生 (34%) 单二硫键桥接 PM α-CDX 二聚体 7，但是没有检测到三重二硫键桥接头对头 PM α-CDX 二聚体的痕迹。此外，还观察到已知 S-cryptophane-0.0.0 的形成。