methyl (benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside | 1092935-65-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
• 英文别名: benzyl (2S,3S,4S,5R,6R)-6-[(2R,3S,4R,5R,6S)-5-azido-6-methoxy-2-[(4-methoxyphenyl)methoxymethyl]-4-phenylmethoxyoxan-3-yl]oxy-5-benzoyloxy-3-hydroxy-4-phenylmethoxyoxane-2-carboxylate
• CAS: 1092935-65-3
• 化学式: C₄₉H₅₁N₃O₁₃
• 分子量: 889.956
• InChiKey: MHHBHJYMIUNMBR-ZVRUSYTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  65
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  methyl (benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside 、 (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α/β-D-glucopyranosyl N-phenyltrifluoroacetimidate 在 叔丁基二甲硅基三氟甲磺酸酯 作用下， 以 甲苯 为溶剂， 以71%的产率得到methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α/β-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a tetrasaccharide substrate of heparanase

  摘要：

  A tetrasaccharide, corresponding to the heparan sulfate heparanase substrate, namely beta-D-GIcA(2S)-(1 -> 4)-alpha-D-GIcN(NS,6S)-(1 -> 4)-beta-D-GIcA-(1 -> 4)-alpha-D-GIcN(NS,6S)-OMe, was synthesized in a convergent manner via coupling of a pair of the disaccharide building blocks as a key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.06.011
• 作为产物：
  描述：

  、 溴甲苯 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以202 mg的产率得到methyl (benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a tetrasaccharide substrate of heparanase

  摘要：

  A tetrasaccharide, corresponding to the heparan sulfate heparanase substrate, namely beta-D-GIcA(2S)-(1 -> 4)-alpha-D-GIcN(NS,6S)-(1 -> 4)-beta-D-GIcA-(1 -> 4)-alpha-D-GIcN(NS,6S)-OMe, was synthesized in a convergent manner via coupling of a pair of the disaccharide building blocks as a key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.06.011