6-O-(4,4'-O-dimethoxytriphenylmethyl)-2,3-di-O-undecyl-phenyl-β-D-glucopyranoside-4-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite | 1000853-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 6-O-(4,4'-O-dimethoxytriphenylmethyl)-2,3-di-O-undecyl-phenyl-β-D-glucopyranoside-4-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• 英文别名: 3-[[(2R,3R,4R,5R,6S)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-6-phenoxy-4,5-di(undecoxy)oxan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• CAS: 1000853-28-0
• 化学式: C₆₄H₉₅N₂O₉P
• 分子量: 1067.44
• InChiKey: DTPUUJFBBMLBQZ-QGOFKVQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.5
• 重原子数：
  76
• 可旋转键数：
  40
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  6-O-(4,4'-O-dimethoxytriphenylmethyl)-2,3-di-O-undecyl-phenyl-β-D-glucopyranoside-4-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite 、 2-chlorophenyl ((2R,3R,4R,5R,6S)-2-(hydroxymethyl)-6-phenoxy-4,5-bis((1-phenyl-2,5,8,11-tetraoxatridecan-13-yl)oxy)tetrahydro-2H-pyran-3-yl) hydrogen phosphate 在 4,5-二氰基咪唑 、 叔丁基过氧化氢 、 水 作用下， 以 乙腈 、 癸烷 、 氯仿 为溶剂， 反应 2.5h， 以75%的产率得到[(2R,3R,4R,5R,6S)-3-[(2-chlorophenoxy)-hydroxyphosphoryl]oxy-6-phenoxy-4,5-bis[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]oxan-2-yl]methyl 2-cyanoethyl [(2R,3R,4R,5R,6S)-2-(hydroxymethyl)-6-phenoxy-4,5-di(undecoxy)oxan-3-yl] phosphate
  参考文献：
  名称：

  Novel Amphiphilic Cyclic Oligosaccharides:  Synthesis and Self-Aggregation Properties

  摘要：

  [GRAPHICS]Novel amphiphilic cyclic disaccharide analogues, in which the saccharide units are connected through stable phosphodiester linkages (CyPLOS, Cyclic Phosphate-Linked OligoSaccharides) and decorated with long lipophilic tentacles at the 2- and 3-OH moieties, have been synthesized. Their propensity to self-aggregation has been investigated by means of H-1 and P-31 NMR experiments, making it possible to determine for these macrocycles critical aggregation concentration values in the,millimolar range.

  DOI：

  10.1021/jo7017087
• 作为产物：
  描述：

  (2R,3R,4S,5R,6S)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-6-phenoxy-4,5-di(undecoxy)oxan-3-ol 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到6-O-(4,4'-O-dimethoxytriphenylmethyl)-2,3-di-O-undecyl-phenyl-β-D-glucopyranoside-4-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
  参考文献：
  名称：

  Novel Amphiphilic Cyclic Oligosaccharides:  Synthesis and Self-Aggregation Properties

  摘要：

  [GRAPHICS]Novel amphiphilic cyclic disaccharide analogues, in which the saccharide units are connected through stable phosphodiester linkages (CyPLOS, Cyclic Phosphate-Linked OligoSaccharides) and decorated with long lipophilic tentacles at the 2- and 3-OH moieties, have been synthesized. Their propensity to self-aggregation has been investigated by means of H-1 and P-31 NMR experiments, making it possible to determine for these macrocycles critical aggregation concentration values in the,millimolar range.

  DOI：

  10.1021/jo7017087