26,28-bis(1-methylethoxy)-5,11,17,23-tetrakis(1,1-dimethylethyl)pentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol | 136568-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 26,28-bis(1-methylethoxy)-5,11,17,23-tetrakis(1,1-dimethylethyl)pentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol
• 英文别名: 5,11,17,23-Tetratert-butyl-26,28-di(propan-2-yloxy)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol
• CAS: 136568-60-0
• 化学式: C₅₀H₆₈O₄
• 分子量: 733.088
• InChiKey: MREYKFUFDAQLGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.2
• 重原子数：
  54
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  26,28-bis(1-methylethoxy)-5,11,17,23-tetrakis(1,1-dimethylethyl)pentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol 在 硝酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到11,23-Di-tert-butyl-26,28-dihydroxy-25,27-diisopropoxy-5,17-dinitrocalix[4]arene
  参考文献：
  名称：

  Selective ipso-nitration of tert-butylcalix[4]arene 1,3-diethers: X-ray structure of an unexpected side product

  摘要：

  1,3-Diether derivatives of tert-butylcalix[4] arene can be selectively nitrated at the para-position of the phenolic units, In this way calix[4]arenes bearing tert-butyl and nitro groups at the upper rim in alternating sequence are easily available in yields up to 75%, Ipso-attack may also occur ortho to the phenolic hydroxy group leading in a side reaction to macrocyclic compounds with two 6-nitrocyclohexa-2,4-dienone units. Both types of structures were established by single crystal X-ray analysis.

  DOI：

  10.1039/p19960001711
• 作为产物：
  描述：

  2-碘代丙烷 、 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以90%的产率得到26,28-bis(1-methylethoxy)-5,11,17,23-tetrakis(1,1-dimethylethyl)pentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol
  参考文献：
  名称：

  直径杯[4]亚芳基二醌的合成，构型和氧化还原性质

  摘要：

  通过在有机溶剂中用Tl（NO 3）3 ·3H 2 O氧化25,27-二烷氧基杯[4]芳烃2a-e，合成了几种在相对位置（对位）具有醌部分的杯[4]芳二醌3a-e。。这些化合物的构象性质已通过X射线晶体学确定为固态，而在溶液中通过可变温度动态NMR确定。我们发现，杯[4]芳烯二醌3a-e比母体25,27-二烷氧基杯[4]芳烃2a-e更柔软在溶液中，取决于烷氧基的空间体积，倾向于呈现两种不同的固态部分锥体结构。循环伏安法表明，杯[4]亚芳基醌3a-e的氧化还原性质取决于其构象性质。

  DOI：

  10.1002/recl.19931120613

文献信息

• MPV reduction using AlIII–calix[4]arene Lewis acid catalysts: Molecular-level insight into effect of ketone binding
  作者：Partha Nandi、Yuriy I. Matvieiev、Vyacheslav I. Boyko、Kathleen A. Durkin、Vitaly I. Kalchenko、Alexander Katz

  DOI：10.1016/j.jcat.2011.08.013

  日期：2011.11

  Catalytic Meerwein-Ponndorf-Verley (MPV) reduction using Al-III-calix[4]arene complexes is investigated as a model system that requires the bringing together of two different chemical species, ketone and alkoxide, within a six-membered transition state. Two-point versus one-point ketone binding is demonstrated to be the most salient feature that controls MPV catalysis rate. A 7.7-fold increase in rate is observed when comparing reactants consisting of a bidentate Cl-containing ketone and sterically and electronically similar but looser-binding ketones, which are substituted with H and F. The one-point and two-point nature of ketone binding for the various ketones investigated is independently assessed using a combination of structural data derived from single-crystal X-ray diffraction and OFT-based molecular modeling. Using MPV catalysis with inherently chiral calix[4]arenes, the effect of multiple point reactant binding on enantioselectivity is elucidated. A higher denticity of ketone binding appears to increase the sensitivity of the interplay between chiral active site structure and MPV reduction enantioselectivity. (C) 2011 Elsevier Inc. All rights reserved.
• Casnati, Alessandro; Pochini, Andrea; Ungaro, Rocco, Journal of the Chemical Society. Perkin transactions I, 1991, # 8, p. 2052 - 2054
  作者：Casnati, Alessandro、Pochini, Andrea、Ungaro, Rocco、Cacciapaglia, Roberta、Mandolini, Luigi

  DOI：——

  日期：——