[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[12-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-ylamino)-12-oxododecanoyl]amino]phenoxy]oxan-2-yl]methyl acetate | 946602-85-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[12-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-ylamino)-12-oxododecanoyl]amino]phenoxy]oxan-2-yl]methyl acetate
• CAS: 946602-85-3
• 化学式: C₄₈H₆₈N₂O₁₈
• 分子量: 961.071
• InChiKey: AUZUKXLXJLGSPJ-IGXJBZTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  68
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  237
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[12-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-ylamino)-12-oxododecanoyl]amino]phenoxy]oxan-2-yl]methyl acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以50%的产率得到N'-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-yl)-N-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]dodecanediamide
  参考文献：
  名称：

  Stabilization of an asymmetric bolaamphiphilic sugar-based crown ether hydrogel by hydrogen bonding interaction and its sol–gel transcription

  摘要：

  Asymmetric bolaamphiphilic sugar-based hydrogelators (1-3) were synthesized and their gelation ability with and without alkylammonium ions was investigated by CD, TEM, FTIR and NMR. These compounds acted as versatile gelators for organic solvents and water. The xerogels 1-3 obtained from water showed well-developed structures of fibrils with diameters of 10-38 nm and length of several hundred micrometers. Particularly, the gelation ability of crown-appended gelator 1 was drastically enhanced by addition of alkylammonium ions 4 and 5, suggesting that the bridging effect of alkyldiammonium ions could be the primary driving-force for the stabilization due to the intermolecular hydrogen bonding and electrostatic interactions. The present result is a rare case of a hydrogel being stabilized by a host-guest interaction. In addition, the hydrogel 1 with AgNO3 and KClO4 induced the formation of nanotubular and vesicular structures of silica by sol-gel polymerization of TEOS, respectively. These results indicate that hydrogel 1 acted as a template to produce inorganic nanomaterials. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.068
• 作为产物：
  描述：

  4-硝基苯-Β-D-吡喃葡萄糖苷 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 20.0 ℃ 、202.66 kPa 条件下， 反应 23.0h， 生成 [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[12-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-ylamino)-12-oxododecanoyl]amino]phenoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Stabilization of an asymmetric bolaamphiphilic sugar-based crown ether hydrogel by hydrogen bonding interaction and its sol–gel transcription

  摘要：

  Asymmetric bolaamphiphilic sugar-based hydrogelators (1-3) were synthesized and their gelation ability with and without alkylammonium ions was investigated by CD, TEM, FTIR and NMR. These compounds acted as versatile gelators for organic solvents and water. The xerogels 1-3 obtained from water showed well-developed structures of fibrils with diameters of 10-38 nm and length of several hundred micrometers. Particularly, the gelation ability of crown-appended gelator 1 was drastically enhanced by addition of alkylammonium ions 4 and 5, suggesting that the bridging effect of alkyldiammonium ions could be the primary driving-force for the stabilization due to the intermolecular hydrogen bonding and electrostatic interactions. The present result is a rare case of a hydrogel being stabilized by a host-guest interaction. In addition, the hydrogel 1 with AgNO3 and KClO4 induced the formation of nanotubular and vesicular structures of silica by sol-gel polymerization of TEOS, respectively. These results indicate that hydrogel 1 acted as a template to produce inorganic nanomaterials. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.068