3-amino-N-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl]propanamide | 1094622-57-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-N-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl]propanamide
• CAS: 1094622-57-7
• 化学式: C₆₅H₁₁₆N₂O₃₅
• 分子量: 1485.63
• InChiKey: BTNSGFHGDJPSSK-HYQYRQAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.3
• 重原子数：
  102
• 可旋转键数：
  30
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  369
• 氢给体数：
  2
• 氢受体数：
  36

反应信息

• 作为反应物：
  描述：

  3-amino-N-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl]propanamide 、 O,O-dioleyl phosphite 在 三氯溴甲烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以35%的产率得到
  参考文献：
  名称：

  Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties

  摘要：

  The synthesis of lipophosphoramidyl-beta-CD was obtained by an Atherton-Todd (AT) reaction that involved dioleylphosphite and either functionalized permethylated or native beta-cyclodextrin. This AT reaction that produced dioleylphosphoramide by making use of the amino group grafted on cyclodextrin, was optimized for these cyclic oligosaccharides. These new amphiphilic compounds were fully characterized, and their self-assembling properties were investigated: the mean size diameter and poly-dispersity measured by Dynamic Light Scattering (DLS) were affected by the nature of the aqueous media and the temperature of storage. The encapsulation properties of these nanoparticles have been evaluated using carboxyfluorescein and scopolamine derivatives as model of guests. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.biochi.2011.09.005
• 作为产物：
  描述：

  9H-fluoren-9-ylmethyl N-[3-oxo-3-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methylamino]propyl]carbamate 在 哌啶 作用下， 以 氯仿 为溶剂， 以62%的产率得到3-amino-N-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl]propanamide
  参考文献：
  名称：

  Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties

  摘要：

  The synthesis of lipophosphoramidyl-beta-CD was obtained by an Atherton-Todd (AT) reaction that involved dioleylphosphite and either functionalized permethylated or native beta-cyclodextrin. This AT reaction that produced dioleylphosphoramide by making use of the amino group grafted on cyclodextrin, was optimized for these cyclic oligosaccharides. These new amphiphilic compounds were fully characterized, and their self-assembling properties were investigated: the mean size diameter and poly-dispersity measured by Dynamic Light Scattering (DLS) were affected by the nature of the aqueous media and the temperature of storage. The encapsulation properties of these nanoparticles have been evaluated using carboxyfluorescein and scopolamine derivatives as model of guests. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.biochi.2011.09.005

文献信息

• Synthesis of polyenyl derivatives of permethylated β-cyclodextrin
  作者：Audrey Favrelle、Véronique Bonnet、Catherine Sarazin、Florence Djedaïni-Pilard

  DOI：10.1016/j.tetasy.2008.09.017

  日期：2008.10

  Polyenyl derivatives of permethylated 6-amino-6-deoxy-beta-cyclodextrin were obtained by polycondensation of acetaldehyde on permethylated 6-amino-6-deoxy-beta-cyclodextrin. The acetalclehyde was provided by enzymatic hydrolysis of vinyl laurate or used directly. The mechanism of this polycondensation reaction between an acetaldehyde and modified cyclodextrins is discussed. The immobilised lipase of Mucor miehei appeared to increase the rate of this unexpected reaction, as well as permethylated 6-amino-6-deoxy-beta-cyclodextrin for the water uptake to form the enamine. This polymerisation-type reaction was optimised to obtain a permethylated 6-N-decapentaenyl-6-deoxy-beta-cyclodextrin as the main product. (C) 2008 Elsevier Ltd. All rights reserved.