benzyl N-[(1S,2R,3S,4S,5R)-4-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxy-2-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-5-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]carbamate | 556059-94-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: benzyl N-[(1S,2R,3S,4S,5R)-4-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxy-2-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-5-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]carbamate
• CAS: 556059-94-0
• 化学式: C₆₁H₇₂N₆O₁₇
• 分子量: 1161.27
• InChiKey: WLZGBPHKZNCNJS-REHRMXRASA-N

物化性质

• 沸点：
  1244.8±65.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  84
• 可旋转键数：
  28
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  301
• 氢给体数：
  9
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  benzyl N-[(1S,2R,3S,4S,5R)-4-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxy-2-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-5-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]carbamate 在 硫酸 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3"-di-N-benzyloxycarbonylgaramine
  参考文献：
  名称：

  A semisynthesis of isepamicin by fragmentation method

  摘要：

  Garamine derivative, key intermediate, was obtained from acid cleavage of sisomicin derivative. Its subsequent product was glycosylated with 6-azido-2,3,4-tri-O-benzyl-6-deoxy-alpha-D-glucopyranosyl chloride using silver triflate as a promoter to give isepamicin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.130
• 作为产物：
  描述：

  苯甲氧羰酰琥珀酰亚胺 在 TEA 、 zinc diacetate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 benzyl N-[(1S,2R,3S,4S,5R)-4-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxy-2-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-5-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]carbamate
  参考文献：
  名称：

  A semisynthesis of isepamicin by fragmentation method

  摘要：

  Garamine derivative, key intermediate, was obtained from acid cleavage of sisomicin derivative. Its subsequent product was glycosylated with 6-azido-2,3,4-tri-O-benzyl-6-deoxy-alpha-D-glucopyranosyl chloride using silver triflate as a promoter to give isepamicin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.130