(4S,9S,17R,22R)-9,17-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25-diene-27,29-dione | 169768-33-6

• 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: (4S,9S,17R,22R)-9,17-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25-diene-27,29-dione
• CAS: 169768-33-6
• 化学式: C₃₆H₄₂O₇
• 分子量: 586.725
• InChiKey: QRRVFLQJDCXSDN-JGMLLBFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  43
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,4-dinitrophenylhydrazine 、 (4S,9S,17R,22R)-9,17-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25-diene-27,29-dione 在 硫酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以25%的产率得到(4R,9R,17S,22S)-27-[(2,4-dinitrophenyl)diazenyl]-9,17-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25(29),26-trien-29-ol
  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
• 作为产物：
  描述：

  1,3-bis-bromomethyl-2,5-dimethoxy-benzene 在 ammonium cerium(IV) nitrate 、 sodium hydride 、 氟硼酸钾 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 22.5h， 生成 (4S,9S,17R,22R)-9,17-diphenyl-3,10,13,16,23-pentaoxatetracyclo[23.3.1.04,9.017,22]nonacosa-1(28),25-diene-27,29-dione
  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

• 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.