(R,R)-(-)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol | 121917-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R,R)-(-)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol
• 英文别名: (1R)-2-[2-[2-[(2R)-2-hydroxy-2-phenylethoxy]ethoxy]ethoxy]-1-phenylethanol
• CAS: 121917-51-9
• 化学式: C₂₀H₂₆O₅
• 分子量: 346.423
• InChiKey: UHBMXPHTQAHMNS-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R,R)-(-)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol 、 4-<(10-undecen-1-yl)oxy>-2,6-pyridinedimethyl ditosylate 在 sodium hydride 作用下， 生成 19-<(10-undecen-1-yl)oxy>-(4R,14R)-(-)-4,14-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene
  参考文献：
  名称：

  Huszthy, P.; Bradshaw, J. S.; Bordunov, A. V., ACH - Models in Chemistry, 1994, vol. 131, # 3-4, p. 445 - 454

  摘要：

  DOI：
• 作为产物：
  描述：

  D-扁桃酸 在 4-甲基苯磺酸吡啶 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (R,R)-(-)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol
  参考文献：
  名称：

  Recognition by new symmetrically substituted chiral diphenyl- and di-tert-butylpyridino-18-crown-6 and asymmetrically substituted chiral dimethylpyridino-18-crown-6 ligands of the enantiomers of various organic ammonium perchlorates

  摘要：

  Three new chiral pyridino-18-crown-6 ligands have been prepared. These ligands contain either two phenyl, two tert-butyl, or two methyl substituents on chiral macroring carbon atoms. The chiral di-tert-butyl-substituted diester crown analogue was also prepared. The starting chiral di-tert-butyl-substituted tetraethylene glycol needed to prepare the two di-tert-butyl-substituted crowns was obtained from chiral tert-butyl-1,2-ethanediol, which was resolved from its bis(hydrogen phthalate) brucine salt. A high degree of chiral recognition in CD2Cl2 of the enantiomers of [alpha-(1-naphthyl)ethyl]ammonium perchlorate (NapEt) was shown by the diphenyl- and di-tert-butyl-substituted crowns as measured by differences in the free energy of activation (DELTA-G(c) double-ended-dagger) values determined by temperature-dependent H-1 NMR spectroscopy. The diphenyl- and di-tert-butyl-substituted crowns also exhibited high chiral recognition for the enantiomers of NapEt and other chiral organic ammonium salts in methanol and methanol-chloroform mixtures as shown by a large difference in the log K values determined by a direct H-1 NMR technique.

  DOI：

  10.1021/jo00010a028

文献信息

• Proton-ionizable crown compounds. 2. Synthesis, complexation properties, and structural studies of macrocyclic polyether-diester ligands containing a 4-hydroxypyridine subcyclic unit
  作者：Reed M. Izatt、Jerald S. Bradshaw、Mary Lee Colter、Yohji Nakatsuji、Neil O. Spencer、Michael F. Brown、Giuseppi Arena、Pui Kwan Tse、Bruce E. Wilson

  DOI：10.1021/jo00224a043

  日期：1985.11
• BRADSHAW, J. S.;COLTER, M. L.;NAKATSUJI, Y.;SPENCER, N. O.;BROWN, M. F.;I+, J. ORG. CHEM., 1985, 50, N 24, 4865-4872
  作者：BRADSHAW, J. S.、COLTER, M. L.、NAKATSUJI, Y.、SPENCER, N. O.、BROWN, M. F.、I+

  DOI：——

  日期：——