benzyl N-[(2R,3R,4R,5R)-3,5-dihydroxy-2-[(1S,2S,3R,4S,6R)-2-hydroxy-4-(phenylmethoxycarbonylamino)-3-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]oxy-5-methyloxan-4-yl]-N-methylcarbamate | 845258-88-0

• 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-[(2R,3R,4R,5R)-3,5-dihydroxy-2-[(1S,2S,3R,4S,6R)-2-hydroxy-4-(phenylmethoxycarbonylamino)-3-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]oxy-5-methyloxan-4-yl]-N-methylcarbamate
• CAS: 845258-88-0
• 化学式: C₆₉H₇₈N₆O₁₉
• 分子量: 1295.41
• InChiKey: GGFVSBGSSYSGGY-XOEQTXTGSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  94
• 可旋转键数：
  31
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  319
• 氢给体数：
  8
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2R,3R,4R,5R)-3,5-dihydroxy-2-[(1S,2S,3R,4S,6R)-2-hydroxy-4-(phenylmethoxycarbonylamino)-3-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]oxy-5-methyloxan-4-yl]-N-methylcarbamate 在 4 A molecular sieve 、 硫酸 、 silver trifluoromethanesulfonate 作用下， 以 1,4-二氧六环 、 甲醇 、 苯 为溶剂， 反应 17.0h， 生成
  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：

  benzyl N-[[(2S,3R)-2-[(1R,2R,3S,4R,6S)-4-amino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-2-hydroxy-6-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-(phenylmethoxycarbonylamino)-3,4-dihydro-2H-pyran-6-yl]methyl]carbamate 在 1-羟基苯并三唑 、 三乙胺 、 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-[(2R,3R,4R,5R)-3,5-dihydroxy-2-[(1S,2S,3R,4S,6R)-2-hydroxy-4-(phenylmethoxycarbonylamino)-3-[[(2S,3R)-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-[[(2S)-2-phenylmethoxy-3-(phenylmethoxycarbonylamino)propanoyl]amino]cyclohexyl]oxy-5-methyloxan-4-yl]-N-methylcarbamate
  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