(4S,9S,17S,22S)-27,29-dimethoxy-4,22-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25(29),26-triene | 169872-71-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4S,9S,17S,22S)-27,29-dimethoxy-4,22-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25(29),26-triene
• CAS: 169872-71-3
• 化学式: C₃₈H₄₈O₇
• 分子量: 616.795
• InChiKey: OPPXYCSIYXZKRP-OVBQHIIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4S,9S,17S,22S)-27,29-dimethoxy-4,22-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25(29),26-triene 在 ammonium cerium(IV) nitrate 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  以顺-1-苯基环己烷-1,2-二醇为手性亚基，2,4-二硝基苯基偶氮苯酚为生色团的偶氮酚冠醚的制备及对映体识别行为

  摘要：

  制备了具有两个顺式-1-苯基环己烷-1,2-二醇手性亚基和对-（2,4-二硝基苯基偶氮）苯酚部分作为生色团的旋光偶氮酚冠醚1和2 ，该对映体可识别成色，与已经研究了手性乙胺和2-氨基乙醇衍生物。基于对映异构体配合物的CPK分子模型检查，可以解释冠醚1和2所观察到的对映异构体选择性。

  DOI：

  10.1039/p19960000383
• 作为产物：
  描述：

  (S,S)-(+)-1-苯基环己烷-顺-1,2-二醇 在 盐酸 、 sodium hydride 、 对甲苯磺酸 、 氟硼酸钾 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 59.0h， 生成 (4S,9S,17S,22S)-27,29-dimethoxy-4,22-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25(29),26-triene
  参考文献：
  名称：

  Synthesis of azophenolic crown ethers of C s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier and diastereotopic face selectivity in complexation of amines by their diastereotopic faces

  摘要：

  Azophenolic crown ethers 1 and 2 of C-s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent H-1 NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diaseereotopic faces; the prediction of which diastereoisomeric complexwas preferentially formed is made on the basis of a CPK molecular-model examination ofthe complexes.

  DOI：

  10.1039/p19950001429

文献信息

• Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-1-phenylcyclohexane-l,2-diol as the chiral subunit and 2,4-dinitrophenylazophenol as the chromophore
  作者：Koichiro Naemura、Koji Ueno、Sachiko Takeuchi、Keiji Hirose、Yoshito Tobe、Takahiro Kaneda、Yoshiteru Sakata

  DOI：10.1039/p19960000383

  日期：——

  Optically active azophenolic crown ethers 1 and 2 incorporating two cis-1-phenylcyclohexane-1,2-diol chiral subunits and a p-(2,4-dinitrophenylazo)phenol moiety as a chromophore have been prepared and the enantiomer recognitive coloration in complexation with chiral ethylamine and 2-aminoethanol derivatives has been examined. The observed enantiomer selectivities of crown ethers 1 and 2 have been interpreted

  制备了具有两个顺式-1-苯基环己烷-1,2-二醇手性亚基和对-（2,4-二硝基苯基偶氮）苯酚部分作为生色团的旋光偶氮酚冠醚1和2 ，该对映体可识别成色，与已经研究了手性乙胺和2-氨基乙醇衍生物。基于对映异构体配合物的CPK分子模型检查，可以解释冠醚1和2所观察到的对映异构体选择性。
• Synthesis of azophenolic crown ethers of C s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier and diastereotopic face selectivity in complexation of amines by their diastereotopic faces
  作者：Koichiro Naemura、Sachiko Takeuchi、Masaki Asada、Koji Ueno、Keiji Hirose、Yoshito Tobe、Takahiro Kaneda、Yoshiteru Sakata

  DOI：10.1039/p19950001429

  日期：——

  Azophenolic crown ethers 1 and 2 of C-s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent H-1 NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diaseereotopic faces; the prediction of which diastereoisomeric complexwas preferentially formed is made on the basis of a CPK molecular-model examination ofthe complexes.