5,11,17,23,29,35-hexa-tert-butyl-37,40-dimethoxy-38,39,41,42-tetrahydroxycalix<6>arene | 149772-36-1

• 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-37,40-dimethoxy-38,39,41,42-tetrahydroxycalix<6>arene
• 英文别名: 5,11,17,23,29,35-hexa-tert-butyl-37,38,40,41-tetrahydroxy-39,42-dimethoxycalix<6>arene；5,11,17,23,29,35-Hexatert-butyl-39,42-dimethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15(40),16,18,21(39),22,24,27,29,31(38),33(37),34-octadecaene-37,38,40,41-tetrol
• CAS: 149772-36-1
• 化学式: C₆₈H₈₈O₆
• 分子量: 1001.44
• InChiKey: NDBHTKZYCVQHHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.1
• 重原子数：
  74
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 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-37,40-dimethoxy-38,39,41,42-tetrahydroxycalix<6>arene 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83%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,38,40,41-tetrakis<(ethoxycarbonyl)methoxy>-39,42-dimethoxycalix<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：

  5,11,17,23,29,35-Hexa-tert-butyl-39,42-dimethoxy-37,38,40,41-tetrakis(benzyloxy)calix<6>arene 在 三甲基溴硅烷 作用下， 以 氯仿 为溶剂， 反应 72.0h， 以38%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,40-dimethoxy-38,39,41,42-tetrahydroxycalix<6>arene
  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

• Synthesis and conformational properties of calix[6]arenes bridged on the lower rim: self-anchored rotaxanes
  作者：Suseela Kanamathareddy、C. David Gutsche

  DOI：10.1021/ja00068a014

  日期：1993.7

  p-tert-butylcalix[6]arene can be converted to transannularly bridged esters by treatment with diacid chlorides ranging from succinoyl to suberoyl and including terephthaloyl. The parent compounds p-tert-butylcalx[6]arene and p-H-calix[6]arene can also be transannularly bridged by treatment with bis-halomethylaryl compounds by using KOSiMe 3 as the base. Methylation of the resulting calix[6]arenes containing

  对叔丁基杯[6]芳烃的 1,4-二-对甲苯基醚可以通过用范围从琥珀酰基到辛二酰基（包括对苯二酰基）的二酰氯处理而转化为环环桥连酯。母体化合物对叔丁基钙[6]芳烃和pH-杯[6]芳烃也可以通过使用KOSiMe 3 作为碱用双卤代甲基芳基化合物处理而跨环桥连。所得含有1,4-CH 2 ArCH 2 桥连部分的杯[6]芳烃的甲基化产生相应的四甲基醚。当Ar为蒽时，原料的构象保持不变，但当Ar为亚苯基时，构象发生变化；当 Ar 是 duryl 时，得到构象异构体的混合物。1 H NMR 分析和分子模型研究表明，当 Ar 为苯基或双二甲苯时，该系统能够进行构象转变，其中桥接部分穿过大环的环以产生自锚定轮烷。采用一种新的方案来表示杯芳烃构象，这被设计为 (u,u,u,u,u,u) 到 (u,u,d,d,d,u) 的转换。与 (u,u,u,u,u,u) 构象相比，构象变化的明显驱动力是 (u,u,d,d
• 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：——
• 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
  作者：Hideyuki Otsuka、Koji Araki、Seiji Shinkai

  DOI：10.1021/jo00085a048

  日期：1994.3

  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.
• Syntheses of all poasible calix[6]arene derivatives with MeO- and ROCOCH2O- substituents and their metal binding properties
  作者：Hideyuki Otsuka、Koji Araki、Seiji Shinkai

  DOI：10.1016/0040-4020(95)00466-l

  日期：1995.8

  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.