(S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester | 827025-80-9

• 英文名称: (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester
• CAS: 827025-80-9
• 化学式: C₆₄H₇₂N₂O₁₅
• 分子量: 1109.28
• InChiKey: DROMVLAUCNLVNC-GRXSHPSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  81.0
• 可旋转键数：
  28.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  193.87
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以43%的产率得到
  参考文献：
  名称：

  Synthesis of trehalose-based compounds and their inhibitory activities against Mycobacterium smegmatis

  摘要：

  The synthesis of a library of trehalose-based compounds has been accomplished, and their activities against mycobacterium smegmatis have been determined. A preliminary structure-activity relationship (SAR) is reported. Despite not having a potent lead, one of the trehalose derivatives displays strong activity when applied with isoniazid (INH), which is known to have low sterilizing activity. The bacteriocidal nature of our compounds against Mycobacterium may be significant for the development of new therapies against tuberculosis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.033
• 作为产物：
  描述：

  (2S,2'S,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-6,6'-oxybis(3,4,5-tris(benzyloxy)tetrahydro-2H-pyran-2-carbaldehyde) 在 吡啶 、 sodium chlorite 、 disodium hydrogenphosphate 、 双氧水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis of trehalose-based compounds and their inhibitory activities against Mycobacterium smegmatis

  摘要：

  The synthesis of a library of trehalose-based compounds has been accomplished, and their activities against mycobacterium smegmatis have been determined. A preliminary structure-activity relationship (SAR) is reported. Despite not having a potent lead, one of the trehalose derivatives displays strong activity when applied with isoniazid (INH), which is known to have low sterilizing activity. The bacteriocidal nature of our compounds against Mycobacterium may be significant for the development of new therapies against tuberculosis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.033