methyl (4-vinylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate | 268208-01-1

• 英文名称: methyl (4-vinylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate
• 英文别名: methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-(4-ethenylphenoxy)-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 268208-01-1
• 化学式: C₂₈H₃₅NO₁₃
• 分子量: 593.585
• InChiKey: MUHLIFMNQUULAP-IHDDDBKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  42
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  179
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl (4-vinylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate 在 Grubbs catalyst first generation 、 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Facile Preparation of Divalent Sialoside Derivatives by Olefin Metathesis Reaction

  摘要：

  Olefin metathesis catalyzed by RuCl2(CHPh)(PCy3)(2) (1) has been used to synthesize homodimers of O- and S-alkenyl alpha-sialoside derivatives. The reactions afforded reasonable to good yields under mild reaction conditions. Trans-geometrical isomers were preferred in all cases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00034-x
• 作为产物：
  描述：

  N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 、 4-羟基苯乙烯 在 四丁基硫酸氢铵 sodium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以75%的产率得到methyl (4-vinylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate
  参考文献：
  名称：

  Facile Preparation of Divalent Sialoside Derivatives by Olefin Metathesis Reaction

  摘要：

  Olefin metathesis catalyzed by RuCl2(CHPh)(PCy3)(2) (1) has been used to synthesize homodimers of O- and S-alkenyl alpha-sialoside derivatives. The reactions afforded reasonable to good yields under mild reaction conditions. Trans-geometrical isomers were preferred in all cases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00034-x