octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 503602-44-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 503602-44-6
• 化学式: C₆₁H₇₁NO₁₃
• 分子量: 1026.23
• InChiKey: ATCSWCUJWHOFCX-OIGPFDHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.97
• 重原子数：
  75.0
• 可旋转键数：
  29.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  146.75
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 sodium 、 四丁基碘化铵 、 sodium hydride 、 乙二胺 、 三乙胺 、 palladium dichloride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 83.0h， 生成 octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-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
• 作为产物：
  描述：

  octyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 盐酸 、 N-碘代丁二酰亚胺 、 4 A molecular sieve 、 sodium hydride 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 octyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-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