(2S)-1-[2-[2-[(2S)-2-amino-3-phenylpropoxy]ethoxy]ethoxy]-3-phenylpropan-2-amine | 80757-34-2

• 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: (2S)-1-[2-[2-[(2S)-2-amino-3-phenylpropoxy]ethoxy]ethoxy]-3-phenylpropan-2-amine
• CAS: 80757-34-2
• 化学式: C₂₂H₃₂N₂O₃
• 分子量: 372.508
• InChiKey: OZJRFUOLMOGLFH-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  79.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-1-[2-[2-[(2S)-2-amino-3-phenylpropoxy]ethoxy]ethoxy]-3-phenylpropan-2-amine 在 lithium aluminium tetrahydride 作用下， 生成 (S,S)-9,17-dibenzyl-1,4,7,13-tetraoxa-10,16-diazacyclo-octadecane
  参考文献：
  名称：

  手性diaza-18-crown-6衍生物

  摘要：

  容易从相应的旋光性α-氨基酸或衍生的氨基醇（1）合成的手性diaza-18-crown-6衍生物（7）和（8）与伯烷基铵盐形成络合物。非极性溶剂；对映体在络合物形成中的识别取决于环氮原子上的取代基R 3。

  DOI：

  10.1039/c39810000992
• 作为产物：
  描述：

  D-苯丙氨酸 在 sodium tetrahydroborate 、 碘 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 92.0h， 生成 (2S)-1-[2-[2-[(2S)-2-amino-3-phenylpropoxy]ethoxy]ethoxy]-3-phenylpropan-2-amine
  参考文献：
  名称：

  聚醚脲桥连手性分子钳及其制备和应用

  摘要：

  本发明公开了聚醚脲桥连手性分子钳及其制备和应用。所述聚醚脲桥连手性分子钳的结构如式(I)或式(II)所示。本发明提供了所述的聚醚脲桥连手性分子钳在识别手性分子客体中的应用，所述的手性分子客体为D/L‑氨基酸酯盐酸盐。本发明合成的分子钳对D/L‑氨基酸酯盐酸盐具有一定的手性识别性能，可用于手性识别分离对映异构体。

  公开号：

  CN108727227B

文献信息

• Chiral diaza-18-crown-6 derivatives
  作者：Derek J. Chadwick、Ian A. Cliffe、Ian O. Sutherland、Roger F. Newton

  DOI：10.1039/c39810000992

  日期：——

  The chiral diaza-18-crown-6 derivatives (7) and (8), which are readily synthesised from the corresponding optically active α-amino-acids or derived amino-alcohols (1), form complexes with primary alkyl-ammonium salts in non-polar solvents; enantiomer recognition in complex formation depends upon the substituents R3 on the ring nitrogen atoms.

  容易从相应的旋光性α-氨基酸或衍生的氨基醇（1）合成的手性diaza-18-crown-6衍生物（7）和（8）与伯烷基铵盐形成络合物。非极性溶剂；对映体在络合物形成中的识别取决于环氮原子上的取代基R 3。
• Redd, J.Ty; Bradshaw, Jerald S.; Huszthy, Peter, Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1047 - 1052
  作者：Redd, J.Ty、Bradshaw, Jerald S.、Huszthy, Peter、Izatt, Reed M.

  DOI：——

  日期：——
• Kyte, Andrew B.; Owens, Ken A.; Sutherland, Ian O., Journal of the Chemical Society. Perkin transactions I, 1987, p. 1921 - 1928
  作者：Kyte, Andrew B.、Owens, Ken A.、Sutherland, Ian O.、Newton, Roger F.

  DOI：——

  日期：——
• New symmetrical chiral dibenzyl- and diphenyl-substituted diamido-, dithionoamido-, diaza-, and azapyridino-18-crown-6 ligands
  作者：Peter Huszthy、Masatoshi Oue、Jerald S. Bradshaw、Cheng Y. Zhu、Tingmin Wang、N. Kent Dalley、Janet C. Curtis、Reed M. Izatt

  DOI：10.1021/jo00046a020

  日期：1992.9

  Eleven new chiral macrocycles (1-11, see Figure 1) of the pyridino-18-crown-6 type have been prepared. Nine diazapyridin-crown ligands contain two amide (1, R = benzyl; 4, R = phenyl), two N-methylamide (7, R = phenyl), two thionoamide (2, R = benzyl; 5, R = phenyl), two N-methylthionoamide (8, R = phenyl), two amine (3, R = benzyl; 6, R = phenyl), or two N-methylamine (9, R = phenyl) groups incorporated into the macroring. The appropriate chiral diamine was treated with dimethyl 2,6-pyridinedicarboxylate (or 2,6-pyridinedicarbonyl dichloride), O,O '-dimethyl 2,6-pyridinedicarbothioate, or 2,6-pyridinedimethyl ditosylate to prepare these materials. The macrocyclic diamides were also converted to the macrocyclic dithionoamides using Lawesson's reagent and the latter macrocycles were reduced to the diamines. A new symmetrically substituted dimethylazapyridino-18-crown-6 ligand (10) and its N-acetyl derivative 11 were also prepared. The interactions of some of the new chiral ligands with (R)- and (S)-[alpha-(l-naphthyl)ethyl]ammonium perchlorate were studied by H-1 NMR spectral techniques. The degree of enantiomeric recognition was determined by the difference of the free energy of activation values (DELTADELTAG double dagger) and the difference in log K values for these interactions. The X-ray analyses of the dithionoamido ligands (2, 5, and 8) showed severe deviations of the S and N atoms from the plane of the pyridine ring, especially in the case of 8. The optical rotation of 8 changed with time due to conformational changes. The relevant conformations of 8 are discussed in light of the X-ray crystallography, molecular mechanics, and H-1 NMR spectra.
• KYTE, ANDREW B.;OWENS, KEN A.;SUTHERLAND, IAN O.;NEWTON, ROGER F., J. CHEM. SOC. PERKIN TRANS.,(1987) N 9, 1921-1927
  作者：KYTE, ANDREW B.、OWENS, KEN A.、SUTHERLAND, IAN O.、NEWTON, ROGER F.

  DOI：——

  日期：——