37-benzyloxy-5,11,17,23,29,35-hexa-tert-butyl-38,39,40,41,42-pentahydroxycalix[6]arene | 149472-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 37-benzyloxy-5,11,17,23,29,35-hexa-tert-butyl-38,39,40,41,42-pentahydroxycalix[6]arene
• 英文别名: 5,11,17,23,29,35-Hexatert-butyl-42-phenylmethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41-pentol
• CAS: 149472-78-6
• 化学式: C₇₃H₉₀O₆
• 分子量: 1063.51
• InChiKey: JHCBGCWAFWKZGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.2
• 重原子数：
  79
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  37-benzyloxy-5,11,17,23,29,35-hexa-tert-butyl-38,39,40,41,42-pentahydroxycalix[6]arene 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到5,11,17,23,29,35-Hexa-tert-butyl-37-(benzyloxy)-38,39,40,41,42-pentamethoxycalix<6>arene
  参考文献：
  名称：

  Conformational Characteristics of p-tert-Butylcalix[6]arene Ethers

  摘要：

  The conformational characteristics of a variety of O-substituted p-tert-butylcalix[6]arenes have been studied by means of the H-1 NMR patterns arising from their ArCH2Ar methylene protons and from the position of the C-13 NMR lines arising from the carbons bearing these protons. On the basis of this information, the tribenzyl trimethyl ether 13, the bis-calixarenes 15 and 16, the monobenzyl ether 3, the monobenzyl pentamethyl ether 10, and the hexakis(p-cyanobenzyl) ether 19b are established as having cone conformations at ambient temperature. The tetrabenzyl dimethyl ether 14, the tetrabenzoyl esters 17a-d, the tetraarylmethyl ethers 18a-d, and the bridged ether 21, on the other hand, are found to possess 1,2,3-alternate conformations. The conformational mobilities of these compounds were assessed by variable temperature H-1 NMR spectral measurements, leading to the classification of the structures as immobile, semimobile, or mobile with respect to conformational interconversion via the ''lower rim through the annulus'' pathway.

  DOI：

  10.1021/jo00093a019
• 作为产物：
  描述：

  4-叔丁基杯[6]芳烃 、 溴甲苯 在 三丁基氧化锡 、 四丁基碘化铵 作用下， 以 甲苯 为溶剂， 反应 96.0h， 以52%的产率得到37-benzyloxy-5,11,17,23,29,35-hexa-tert-butyl-38,39,40,41,42-pentahydroxycalix[6]arene
  参考文献：
  名称：

  杯芳烃的区域选择性单烷基化。均聚物杯芳烃的合成。

  摘要：

  描述了使用双（丁基锡）氧化物和不同的烷基化剂在对叔丁基杯[4]-和-[6]芳烃的较小（下部）边缘的选择性单烷基化。对于所用的温和条件而言，该程序非常引人注目，从而可以以中等至良好的收率有效地获得单烷基化的杯芳烃衍生物。单炔基杯[4]芳烃和单炔基[6]芳烃已被合成开发用于通过炔烃的氧化偶联合成具有二炔桥的双杯芳烃（n = 4，6）。另外，所获得的单烯基-杯[4]芳烃的分子间复分解允许制备双-杯[4]芳烃，其在具有2-丁烯基部分的较小（较低）边缘单桥。

  DOI：

  10.1021/jo0003495

文献信息

• Regioselective Monoalkylation of Calixarenes. Synthesis of Homodimer Calixarenes
  作者：Francisco Santoyo-González、Antonio Torres-Pinedo、Adolfo Sanchéz-Ortega

  DOI：10.1021/jo0003495

  日期：2000.7.1

  the p-tert-butylcalix[4]- and -[6]arenes using bis(butyltin)oxide and different alkylating agents is described. The procedure is remarkable for the mild conditions used allowing an efficiently access to monoalkylated calixarene derivatives in moderate to good yields. Monoalkynylcalix[4]arene and monoalkynylcalix[6]arene have been synthetically exploited for the synthesis of bis-calix[n]arenes (n =

  描述了使用双（丁基锡）氧化物和不同的烷基化剂在对叔丁基杯[4]-和-[6]芳烃的较小（下部）边缘的选择性单烷基化。对于所用的温和条件而言，该程序非常引人注目，从而可以以中等至良好的收率有效地获得单烷基化的杯芳烃衍生物。单炔基杯[4]芳烃和单炔基[6]芳烃已被合成开发用于通过炔烃的氧化偶联合成具有二炔桥的双杯芳烃（n = 4，6）。另外，所获得的单烯基-杯[4]芳烃的分子间复分解允许制备双-杯[4]芳烃，其在具有2-丁烯基部分的较小（较低）边缘单桥。
• 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。
• Conformational Characteristics of p-tert-Butylcalix[6]arene Ethers
  作者：Suseela Kanamathareddy、C. David Gutsche

  DOI：10.1021/jo00093a019

  日期：1994.7

  The conformational characteristics of a variety of O-substituted p-tert-butylcalix[6]arenes have been studied by means of the H-1 NMR patterns arising from their ArCH2Ar methylene protons and from the position of the C-13 NMR lines arising from the carbons bearing these protons. On the basis of this information, the tribenzyl trimethyl ether 13, the bis-calixarenes 15 and 16, the monobenzyl ether 3, the monobenzyl pentamethyl ether 10, and the hexakis(p-cyanobenzyl) ether 19b are established as having cone conformations at ambient temperature. The tetrabenzyl dimethyl ether 14, the tetrabenzoyl esters 17a-d, the tetraarylmethyl ethers 18a-d, and the bridged ether 21, on the other hand, are found to possess 1,2,3-alternate conformations. The conformational mobilities of these compounds were assessed by variable temperature H-1 NMR spectral measurements, leading to the classification of the structures as immobile, semimobile, or mobile with respect to conformational interconversion via the ''lower rim through the annulus'' pathway.
• De Mendoza; Carramolino; Cuevas, Synthesis, 1994, # 1, p. 47 - 50
  作者：De Mendoza、Carramolino、Cuevas、Nieto、Prados、Reinhoudt、Verboom、Ungaro、Casnati

  DOI：——

  日期：——
• Kanamathareddy Suseela, Gutsche C. David, J. Org. Chem, 59 (1994) N 14, S 3871-3879
  作者：Kanamathareddy Suseela, Gutsche C. David

  DOI：——

  日期：——