octyl 3,4,6-tri-O-benzyl-2-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside | 503602-52-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 3,4,6-tri-O-benzyl-2-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS: 503602-52-6
• 化学式: C₇₁H₈₄NO₁₃P
• 分子量: 1190.42
• InChiKey: QHPYNNNFNDSXFG-LKLVDSSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.94
• 重原子数：
  86.0
• 可旋转键数：
  36.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  139.86
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  octyl 3,4,6-tri-O-benzyl-2-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 在 palladium on activated charcoal 氢气 、 双氧水 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 17.0h， 生成 octyl 2-O-phosphono-β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside disodium salt
  参考文献：
  名称：

  Synthesis and NMR characterization of the six regioisomeric monophosphates of octyl β-d-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

  摘要：

  All six regioisomeric monophosphates of octyl beta-D-galactopyranosyl-(1 --> 4)-2-acetamido-2-deoxy-beta-D-glucopyranoside have been chemically synthesized and characterized by high-resolution H-1, C-13 and P-31 NMR spectroscopy. Phosphorylation causes characteristic downfield shifts of the nucleus at the substituted site in the H-1 and C-13 NMR signals and resulted in a unique P-31 signal for each compound. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00178-7
• 作为产物：
  描述：

  octyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 1H-1,2,4-三唑 、 N-碘代丁二酰亚胺 、 4 A molecular sieve 、 silver trifluoromethanesulfonate 、 乙二胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 47.0h， 生成 octyl 3,4,6-tri-O-benzyl-2-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and NMR characterization of the six regioisomeric monophosphates of octyl β-d-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

  摘要：

  All six regioisomeric monophosphates of octyl beta-D-galactopyranosyl-(1 --> 4)-2-acetamido-2-deoxy-beta-D-glucopyranoside have been chemically synthesized and characterized by high-resolution H-1, C-13 and P-31 NMR spectroscopy. Phosphorylation causes characteristic downfield shifts of the nucleus at the substituted site in the H-1 and C-13 NMR signals and resulted in a unique P-31 signal for each compound. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00178-7