(2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide | 1414930-52-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide
• 英文别名: (2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrakis(phenylmethoxy)-5-triethylsilyloxyhexanamide
• CAS: 1414930-52-1
• 化学式: C₄₇H₅₇NO₆Si
• 分子量: 760.058
• InChiKey: AYKQDGGOPGXQDR-MMXGCQKBSA-N

物化性质

• 沸点：
  817.1±65.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.67
• 重原子数：
  55
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide 在 4-二甲氨基吡啶 、 双氧水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 66.0h， 生成 (2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide
  参考文献：
  名称：

  Synthesis of protected sugar-amino acid hybrid molecules as platform for further derivatization

  摘要：

  The sugar-amino acid hybrid molecules with appropriate protecting groups were synthesized from sugar-derived lactones and ester of amino acids in five high yielding steps. The C-5 of the resultant hybrid molecule, upon selective deprotection, can be further derivatized to afford the linear depsipeptide. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.042
• 作为产物：
  描述：

  2,3,4,6-四-O-(苯基甲基)-D-半乳糖酸 D-内酯 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 15.0h， 生成 (2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide
  参考文献：
  名称：

  Synthesis of protected sugar-amino acid hybrid molecules as platform for further derivatization

  摘要：

  The sugar-amino acid hybrid molecules with appropriate protecting groups were synthesized from sugar-derived lactones and ester of amino acids in five high yielding steps. The C-5 of the resultant hybrid molecule, upon selective deprotection, can be further derivatized to afford the linear depsipeptide. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.042

文献信息

• Synthesis of protected sugar-amino acid hybrid molecules as platform for further derivatization
  作者：Han Liu、Xuechen Li

  DOI：10.1016/j.tetlet.2012.10.042

  日期：2012.12

  The sugar-amino acid hybrid molecules with appropriate protecting groups were synthesized from sugar-derived lactones and ester of amino acids in five high yielding steps. The C-5 of the resultant hybrid molecule, upon selective deprotection, can be further derivatized to afford the linear depsipeptide. (C) 2012 Elsevier Ltd. All rights reserved.