(3R,5S,6S,7R)-3-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-6-hydroxy-9-[3-hydroxy-4-methyl-2-(morpholin-4-ylmethyl)phenyl]-5,7-dimethylnonan-4-one | 1423441-54-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3R,5S,6S,7R)-3-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-6-hydroxy-9-[3-hydroxy-4-methyl-2-(morpholin-4-ylmethyl)phenyl]-5,7-dimethylnonan-4-one
• CAS: 1423441-54-6
• 化学式: C₃₈H₆₃NO₇
• 分子量: 645.921
• InChiKey: ZADVVTCFBDWHQX-SEKIEUSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (3R,5S,6S,7R)-3-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-6-hydroxy-9-[3-hydroxy-4-methyl-2-(morpholin-4-ylmethyl)phenyl]-5,7-dimethylnonan-4-one 、 sodium perchlorate 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, FT-IR, 1H, 13CNMR, ESI MS and PM5 studies of a new Mannich base of polyether antibiotic – Lasalocid acid and its complexes with Li+, Na+ and K+ cations

  摘要：

  The polyether antibiotic Lasalocid acid has been converted to its Mannich base derivative by a chemoselective one-pot reaction with formaldehyde and morpholine through the decarboxylation process. Spectroscopic studies of the structure of this new derivative have shown that in this ortho-phenol Mannich base the O-H center dot center dot center dot N intarmolecular hydrogen bond is present. The compound forms complexes with Li+, Na+ and K+ cations of exclusively 1:1 stoichiometry. The structures of these complexes have been studied and visualized by semi-empirical calculation based on results of spectrometric and spectroscopic investigation. It is demonstrated that in contrast to Lasalocid acid the novel Mannich type derivative forms preferential complexes with Li+ cation. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.11.106
• 作为产物：
  描述：

  吗啉 、 拉沙洛西 在 聚合甲醛 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以75%的产率得到(3R,5S,6S,7R)-3-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-6-hydroxy-9-[3-hydroxy-4-methyl-2-(morpholin-4-ylmethyl)phenyl]-5,7-dimethylnonan-4-one
  参考文献：
  名称：

  Synthesis, FT-IR, 1H, 13CNMR, ESI MS and PM5 studies of a new Mannich base of polyether antibiotic – Lasalocid acid and its complexes with Li+, Na+ and K+ cations

  摘要：

  The polyether antibiotic Lasalocid acid has been converted to its Mannich base derivative by a chemoselective one-pot reaction with formaldehyde and morpholine through the decarboxylation process. Spectroscopic studies of the structure of this new derivative have shown that in this ortho-phenol Mannich base the O-H center dot center dot center dot N intarmolecular hydrogen bond is present. The compound forms complexes with Li+, Na+ and K+ cations of exclusively 1:1 stoichiometry. The structures of these complexes have been studied and visualized by semi-empirical calculation based on results of spectrometric and spectroscopic investigation. It is demonstrated that in contrast to Lasalocid acid the novel Mannich type derivative forms preferential complexes with Li+ cation. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.11.106

文献信息

• Synthesis, FT-IR, 1H, 13CNMR, ESI MS and PM5 studies of a new Mannich base of polyether antibiotic – Lasalocid acid and its complexes with Li+, Na+ and K+ cations
  作者：Adam Huczyński、Jacek Rutkowski、Bogumil Brzezinski、Franz Bartl

  DOI：10.1016/j.saa.2012.11.106

  日期：2013.3

  The polyether antibiotic Lasalocid acid has been converted to its Mannich base derivative by a chemoselective one-pot reaction with formaldehyde and morpholine through the decarboxylation process. Spectroscopic studies of the structure of this new derivative have shown that in this ortho-phenol Mannich base the O-H center dot center dot center dot N intarmolecular hydrogen bond is present. The compound forms complexes with Li+, Na+ and K+ cations of exclusively 1:1 stoichiometry. The structures of these complexes have been studied and visualized by semi-empirical calculation based on results of spectrometric and spectroscopic investigation. It is demonstrated that in contrast to Lasalocid acid the novel Mannich type derivative forms preferential complexes with Li+ cation. (C) 2012 Elsevier B.V. All rights reserved.