2-(trimethylsilyl)ethyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3-di-O-benzoyl-β-D-galactopyranoside | 1167991-88-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trimethylsilyl)ethyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3-di-O-benzoyl-β-D-galactopyranoside
• CAS: 1167991-88-9
• 化学式: C₄₇H₆₁NO₂₂Si
• 分子量: 1020.08
• InChiKey: VKHBPZBNSCVIQW-RYZNHNRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  71.0
• 可旋转键数：
  22.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  296.65
• 氢给体数：
  2.0
• 氢受体数：
  22.0

反应信息

• 作为产物：
  描述：

  methyl (5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-2-dibenzylphosphityl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosid)onate 、 2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-β-D-galactopyranoside 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 、 2-(trimethylsilyl)ethyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3-di-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Sialylation using N-glycolylneuraminyl phosphite donors to synthesize Neu5Gc-containing glycans

  摘要：

  Efficient sialylations using N-glycolylneuraminic acid (Neu5Gc) phosphite donors having an acetyl or benzyl group on the glycolyl moiety are described in the synthesis of Neu5Gc-containing glycans. Both phosphite donors 1 and 2 were readily coupled with primary and secondary acceptor alcohols in propionitrile at -78 degrees C to provide the desired glycosides with good alpha-selectivities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.03.004