5,11,17,23,29,35-hexa-tert-butyl-37,38,39-trimethoxycalix<6>arene-40,41,42-triol | 149472-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23,29,35-hexa-tert-butyl-37,38,39-trimethoxycalix<6>arene-40,41,42-triol
• 英文别名: 5,11,17,23,29,35-hexa-tert-butyl-37,38,39-trimethoxy-40,41,42-trihydroxycalix<6>arene；5,11,17,23,29,35-Hexatert-butyl-40,41,42-trimethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3(42),4,6,9,11,13(41),15,17,19(40),21,23,25(39),27(38),28,30,33(37),34-octadecaene-37,38,39-triol
• CAS: 149472-75-3
• 化学式: C₆₉H₉₀O₆
• 分子量: 1015.47
• InChiKey: YJWLZGRUPZQMHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.4
• 重原子数：
  75
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  溴乙酸乙酯 、 5,11,17,23,29,35-hexa-tert-butyl-37,38,39-trimethoxycalix<6>arene-40,41,42-triol 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以89%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,38,39-tris<(ethoxycarbonyl)methoxy>-40,41,42-trimethoxycalix<6>arene
  参考文献：
  名称：

  Syntheses of all poasible calix[6]arene derivatives with MeO- and ROCOCH2O- substituents and their metal binding properties

  摘要：

  It has become possible to synthesize all possible calix[6]arene derivatives with MeO- and ROCOCH(2)O- substituents from corresponding O-methylated calix[6]arenes(2-7). The yields of these reactions were relatively high and the products could be easily purified because of the absence of other regioisomers. They are one mono-, three di-, three tri-, three tetra-, one penta-, and one hexa-EtOCOCH(2)O-substituted products. It was proved that O-methylation products act as useful basic skeletons to design functionalized calix[6]arenes with the desired number of ROCOCH(2)O substituents and the regioselectively-positioned ROCOCH(2)O groups.

  DOI：

  10.1016/0040-4020(95)00466-l
• 作为产物：
  描述：

  37,38,39,40,41,42-hexamethoxy-5,11,17,23,29,35-hexa(4-tert-butyl)calix[6]arene 在 四氯化钛 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以20%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,38,39-trimethoxycalix<6>arene-40,41,42-triol
  参考文献：
  名称：

  Syntheses of All Possible O-Methylation Products Derivable from 5,11,17,23,29,35-Hexa-tert-butylcalix[6]arene-37,38,39,40,41,42-hexol

  摘要：

  We here report methods for the synthesis of all twelve possible 0-methylation products from 5,11,17,23,29,35-hexa-tert-butylcalix[6]arene-37,38,39,40,41,42-hexol (1): one mono-, three di-, three tri-, three tetra-, one penta-, and one hexamethylated products. The strategies used are (i) direct O-methylation with different 1/K2CO3 ratios, (ii) selective mono-O-methylation of O-alkylation products, (iii) demethylation with TiCl4 or LiI, and (iv) protection-deprotection with a benzyl group or an o- or m-xylenyl group. We believe that these O-methylation products are useful as basic skeletons to design functionalized calix[6]arenes with the desired number of substituents and regioselectively-positioned functional groups.

  DOI：

  10.1021/jo00085a048

文献信息

• Procedures for the Selective Alkylation of Calix[6]arenes at the Lower Rim
  作者：Rob G. Janssen、Willem Verboom、David N. Reinhoudt、Alessandro Casnati、Margret Freriks、Andrea Pochini、Franco Ugozzoli、Rocco Ungaro、Pedro M. Nieto、Mar Carramolino、Félix Cuevas、Pilar Prados、Javier de Mendoza

  DOI：10.1055/s-1993-25868

  日期：——

  New partially alkylated calix[6]arenes have been synthesized. Depending on the conditions, mono-, 1,2-di-, 1,3-di, 1,2,3-tri-, 1,3,5-tri-, 1,2,4,5-tetra-, and 1,2,3,4,5-pentamethylated derivatives of p-tert-butylcalix[6]arene could be obtained in moderate to good yields. Methylation or benzylation of the parent calix[6]arene showed a regioselectivity towards 1,2-di-, and 1,2,3-trisubstitution. The solid state structure of 1,2,4,5-tetrasubstituted p-tert-butylcalix[6]arene [R=O(CH2CH2O)2CH3] has been elucidated by X-ray analysis.

  已合成了新的部分烷基化杯[6]芳烃。根据条件不同，可得到单甲基、1,2-二甲基、1,3-二甲基、1,2,3-三甲基、1,3,5-三甲基、1,2,4,5-四甲基和1,2,3,4,5-五甲基对叔丁基杯[6]芳烃衍生物，产率中等至良好。对母体杯[6]芳烃进行甲基化或苄基化后，1,2-二甲基和1,2,3-三甲基取代具有区域选择性。1,2,4,5-四甲基对叔丁基杯[6]芳烃[R=O(CH2CH2O)2CH3]的固态结构已通过X射线分析阐明。
• Otsuka Hideyuki, Araki Koji, Shinkai Seiji, J. Org. Chem, 59 (1994) N 6, S 1542-1547
  作者：Otsuka Hideyuki, Araki Koji, Shinkai Seiji

  DOI：——

  日期：——