allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside | 478182-67-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside
• 英文别名: [(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6R)-4-acetyloxy-5-(1,3-dioxoisoindol-2-yl)-2-[(4-methoxyphenyl)methoxymethyl]-6-prop-2-enoxyoxan-3-yl]oxy-3-(1,3-dioxoisoindol-2-yl)-5-hydroxy-6-[(4-methoxyphenyl)methoxymethyl]oxan-4-yl] acetate
• CAS: 478182-67-1
• 化学式: C₅₁H₅₂N₂O₁₇
• 分子量: 964.977
• InChiKey: RJDKGNYBZNNURC-SQTNYYLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  70
• 可旋转键数：
  21
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  221
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside 、 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect

  摘要：

  Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00124-6
• 作为产物：
  描述：

  3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 在 N-溴代丁二酰亚胺(NBS) 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 28.0h， 生成 allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect

  摘要：

  Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00124-6