octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphono-β-D-glucopyranoside | 503602-58-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphono-β-D-glucopyranoside
• CAS: 503602-58-2
• 化学式: C₇₁H₈₄NO₁₄P
• 分子量: 1206.42
• InChiKey: FUNNIPIVJMPIMF-LKLVDSSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.82
• 重原子数：
  87.0
• 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：
  156.93
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphono-β-D-glucopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以71%的产率得到octyl β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-3-O-phosphono-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 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 1H-1,2,4-三唑 、 双氧水 、 乙二胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 49.0h， 生成 octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphono-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