diethyl (5-((2-((2-((1S,3R,4S,6S)-6-((R)-hydroxy(quinolin-4-yl)methyl)quinuclidin-3-yl)ethyl)thio)ethyl)thio)pentyl)phosphonate | 1240794-75-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: diethyl (5-((2-((2-((1S,3R,4S,6S)-6-((R)-hydroxy(quinolin-4-yl)methyl)quinuclidin-3-yl)ethyl)thio)ethyl)thio)pentyl)phosphonate
• CAS: 1240794-75-5
• 化学式: C₃₀H₄₇N₂O₄PS₂
• 分子量: 594.82
• InChiKey: BKUUQHSPMGFYAQ-HWUWQJTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  39.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  71.89
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  diethyl (5-((2-mercaptoethyl)thio)pentyl)phosphonate 、 辛可尼丁 在 偶氮二异丁腈 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 diethyl (5-((2-((2-((1S,3R,4S,6S)-6-((R)-hydroxy(quinolin-4-yl)methyl)quinuclidin-3-yl)ethyl)thio)ethyl)thio)pentyl)phosphonate
  参考文献：
  名称：

  Synthesis and characterization of mesoporous zirconium phosphonates: A novel supported cinchona alkaloid catalysts in asymmetric catalysis

  摘要：

  In this paper, cinchonidine (CD) with the different arm lengths (n = 2-6) was covalently immobolized onto the backbone of zirconium phosphonate to afford a series of mesoporous zirconium phosphonates (4a-e) for the first time. It was found that zirconium phosphonates (4a-e) were conglomerated with the globular aggregates with the diameters of about 100-150 nm and possessed the surface areas of 20.8-36.2 m(2) g(-1), pore volumes of 0.219-0.498 cc g(-1) and average pore sizes of 11.7-41.5 angstrom. The TEM' images of 4a-e in organic solvent showed that these materials were easily swollen into the filiform structure with the length about several micrometers and thickness about 30-50 nm. In the field of the asymmetric catalysis, the preliminarily enantioselective addition of diethylzinc to various aldehydes catalyzed by 4a-e (35-62%e.e. in the 68-92% yield) was carried out and can be reused ten times without loss in the yield and enantiomeric excess. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2009.10.031