4-methoxyphenyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside | 1167992-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside
• CAS: 1167992-02-0
• 化学式: C₅₆H₆₅NO₂₁
• 分子量: 1088.13
• InChiKey: XEDLZJYGWCCVFN-FSVNCQNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  78.0
• 可旋转键数：
  26.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  260.74
• 氢给体数：
  1.0
• 氢受体数：
  21.0

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 、 p-methoxyphenyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 作用下， 以 EtCN 为溶剂， 反应 0.17h， 生成 4-methoxyphenyl (methyl 5-(2-acetoxy)acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside 、 methyl (2S,4S,5R,6R)-4-acetyloxy-5-[(2-acetyloxyacetyl)amino]-2-[[(2R,3R,4S,5R,6S)-6-(4-methoxyphenoxy)-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
  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