5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40-tetramethoxy-41,42-dihydroxycalix<6>arene | 151803-43-9

• 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-37,38,39,40-tetramethoxy-41,42-dihydroxycalix<6>arene
• 英文别名: 5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40-tetramethoxy-41,42-dihydroxycalix[6]arene；5,11,17,23,29,35-Hexatert-butyl-39,40,41,42-tetramethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3(42),4,6,9(41),10,12,15,17,19(40),21,23,25(39),27,29,31(38),33(37),34-octadecaene-37,38-diol
• CAS: 151803-43-9
• 化学式: C₇₀H₉₂O₆
• 分子量: 1029.5
• InChiKey: FEKCRAWIFNSUNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.7
• 重原子数：
  76
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 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-37,38,39,40-tetramethoxy-41,42-dihydroxycalix<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71%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,38-bis<(ethoxycarbonyl)methoxy>-39,40,41,42-tetramethoxycalix<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-37,38,39,40-tetramethoxy-41,42-(o-xylylenedioxy)calix<6>arene 在 三甲基溴硅烷 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以17%的产率得到5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40-tetramethoxy-41,42-dihydroxycalix<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

• Intramolecular Ar−O−Ar Bond Formation in Calixarenes
  作者：Kasim Agbaria、Silvio E. Biali

  DOI：10.1021/jo0103468

  日期：2001.8.1

  are not those connected by the spiro bond in the starting material. Methylation of the phenolic hydroxyl groups of 11d with methyl p-toluenesulfonate/K(2)CO(3) or dimethyl sulfate/base afforded its dimethyl and tetramethyl ether derivatives. The parent xanthone calix[6]arene derivative 17b was prepared by O-methylation of the phenol groups followed by CrO(3) oxidation of the xanthene methylene group

  通过轻柔地氧化杯芳烃，然后用离子氢化混合物处理所得的单螺二烯酮衍生物（9c），分两步完成对叔丁基杯[6]芳烃的两个邻位苯酚部分的正式脱水反应。 SiH / CF（3）COOH）。9c反应生成未取代的黄嘌呤并[6]亚芳基11d，同时用Et（3）SiH / CF（3）COOH处理球状杯芳烃（13）的单螺二烯酮衍生物，得到二苯并呋喃衍生物15。后一种产物表明，至少对于13，在产物中形成Ar-O-Ar键的环不是在起始材料中通过螺键连接的环。用对甲苯磺酸甲酯/ K（2）CO（3）或硫酸二甲酯/碱将11d的酚羟基甲基化，得到其二甲基和四甲基醚衍生物。母体蒽酮杯[6]芳烃衍生物17b的制备是通过苯酚基团的O-甲基化，然后是吨亚甲基的CrO（3）氧化和OH基团的脱保护。杯黄酮17a的McMurry偶联提供了二x吨18。杯状芳烃11d和15（分别具有x吨和二苯并呋喃基团）在结构上通过X射线晶体学表征。
• Conformational isomerism of calix[6]arenes: isolation of two conformational isomers of the 1,2-bis(p-tert-butylbenzyl) ether of p-tert-butylcalix[6]arene
  作者：Placido Neri、Concetta Rocco、Grazia M. L. Consoli、Mario Piattelli

  DOI：10.1021/jo00076a002

  日期：1993.11

  Two conformational isomers of the 1,2-bis-(p-tert-butylbenzyl) ether of p-tert-butylcalix[6]arene have been isolated by chromatography, and their conformational features have been inferred from NMR spectral evidence, VT-NMR studies, and MM2 molecular mechanics calculations.
• 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.