[(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-5-(dimethoxyphosphorylamino)-4-(2,2-dimethylpropanoyloxy)-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate | 955952-32-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-5-(dimethoxyphosphorylamino)-4-(2,2-dimethylpropanoyloxy)-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 955952-32-6
• 化学式: C₄₅H₅₉N₂O₂₀P
• 分子量: 978.939
• InChiKey: CHQZDGGADYYJAN-DDKODTHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  68
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  263
• 氢给体数：
  1
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-5-(dimethoxyphosphorylamino)-4-(2,2-dimethylpropanoyloxy)-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate 在 吡啶 、 4-二甲氨基吡啶 作用下， 以78%的产率得到[(2R,3S,4R,5R,6S)-5-amino-3-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-4-(2,2-dimethylpropanoyloxy)-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  N-Dimethylphosphoryl-protection in the efficient synthesis of glucosamine-containing oligosaccharides with alternate N-acyl substitutions

  摘要：

  Ready transformation of N-dimethylphosphoryl-protection into the corresponding N-acyl derivatives (in the presence of acyl chlorides and DMAP in pyridine) provided an effective approach to the synthesis of glucosamine-containing oligosaccharides with alternate N-acyl substitutions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.108
• 作为产物：
  描述：

  [(2R,3S,4R,5R,6S)-5-[[dimethoxy(oxido)phosphaniumyl]amino]-4-(2,2-dimethylpropanoyloxy)-3-hydroxy-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate 、 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 、 MS 4 Angstroem 作用下， 以 二氯甲烷 为溶剂， 以49%的产率得到[(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-5-(dimethoxyphosphorylamino)-4-(2,2-dimethylpropanoyloxy)-6-(4-methoxyphenoxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  N-Dimethylphosphoryl-protection in the efficient synthesis of glucosamine-containing oligosaccharides with alternate N-acyl substitutions

  摘要：

  Ready transformation of N-dimethylphosphoryl-protection into the corresponding N-acyl derivatives (in the presence of acyl chlorides and DMAP in pyridine) provided an effective approach to the synthesis of glucosamine-containing oligosaccharides with alternate N-acyl substitutions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.108