methyl (allyl 5-acetamido-3,5-dideoxy-8,9-O-carbonyl-D-glycero-α-D-galacto-2-nonulopyranosid)onate | 1313497-60-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (allyl 5-acetamido-3,5-dideoxy-8,9-O-carbonyl-D-glycero-α-D-galacto-2-nonulopyranosid)onate
• 英文别名: methyl (2R,4S,5R,6R)-5-acetamido-4-hydroxy-6-[(S)-hydroxy-[(4R)-2-oxo-1,3-dioxolan-4-yl]methyl]-2-prop-2-enoxyoxane-2-carboxylate
• CAS: 1313497-60-7
• 化学式: C₁₆H₂₃NO₁₀
• 分子量: 389.359
• InChiKey: BSDBTAHYIWPNER-ZIVBLGBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  150
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  methyl (allyl 5-acetamido-3,5-dideoxy-8,9-O-carbonyl-D-glycero-α-D-galacto-2-nonulopyranosid)onate 在 吡啶 、 水 、 苯硫酚 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Synthesis and inhibitory activity of sialic acid derivatives targeted at viral sialate-O-acetylesterases

  摘要：

  A series of sialosides modified at the 4- and 9-hydroxy group were synthesised and tested for inhibition of the viral haemagglutinin-esterase activity from various Orthomyxoviruses and Coronaviruses. While no inhibition of the sialate-4-O-acetylesterases from mouse hepatitis virus strain S or sialodacryoadenitis virus was found, a 9-O-methyl derivative displayed inhibitory activity against recombinant sialate-9-O-acetylesterase from influenza C virus. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.008
• 作为产物：
  描述：

  Methyl (allyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate 、 氯甲酸三氯甲酯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到methyl (allyl 5-acetamido-3,5-dideoxy-8,9-O-carbonyl-D-glycero-α-D-galacto-2-nonulopyranosid)onate
  参考文献：
  名称：

  Synthesis and inhibitory activity of sialic acid derivatives targeted at viral sialate-O-acetylesterases

  摘要：

  A series of sialosides modified at the 4- and 9-hydroxy group were synthesised and tested for inhibition of the viral haemagglutinin-esterase activity from various Orthomyxoviruses and Coronaviruses. While no inhibition of the sialate-4-O-acetylesterases from mouse hepatitis virus strain S or sialodacryoadenitis virus was found, a 9-O-methyl derivative displayed inhibitory activity against recombinant sialate-9-O-acetylesterase from influenza C virus. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.008