(2R,3R,4S,5S)-N-benzyl-5-hydroxy-2,3,4-tribenzyloxyhexanamide | 1414930-62-3

• 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,3R,4S,5S)-N-benzyl-5-hydroxy-2,3,4-tribenzyloxyhexanamide
• CAS: 1414930-62-3
• 化学式: C₃₄H₃₇NO₅
• 分子量: 539.671
• InChiKey: KZBVNBJQSIBZQJ-MXXPZBAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  40.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  77.02
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S)-N-benzyl-5-hydroxy-2,3,4-tribenzyloxyhexanamide 在 咪唑 、 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 、 N,N-二甲基甲酰胺 为溶剂， 反应 69.0h， 生成 (2R,3R,4S,5S)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4-tribenzyloxy-5-tert-butyldimethylsiloxyhexanamide
  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：

  2,3,4-三-O-苄基-L-吡喃鼠李糖 在 二甲基亚砜 作用下， 以 乙酸酐 、 甲苯 为溶剂， 反应 20.0h， 生成 (2R,3R,4S,5S)-N-benzyl-5-hydroxy-2,3,4-tribenzyloxyhexanamide
  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

• Parallel synthesis of structurally diverse aminobenzimidazole tethered sultams and benzothiazepinones
  作者：Sureshbabu Dadiboyena、Adel Nefzi

  DOI：10.1016/j.tetlet.2012.09.135

  日期：2012.12

  A solid-phase methodology to construct aminobenzimidazole tethered sultams and benzothiazepinones from commercial amino acids, amines, carboxylic acids, and sulfonyl chlorides is described. Coupling of Fmoc-Cys(Trt)-OH to resin-bound aminobenzimidazole scaffold provided an essential precursor for the construction of a variety of seven membered benzofused cyclic sulfonamides and thiazepinones via palladium catalyzed Buchwald-Hartwig type intramolecular cyclization. (C) 2012 Elsevier Ltd. All rights reserved.