(S)-2-[[(S)-1-(Methoxycarbonylmethyl-carbamoyl)-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-(3-methoxycarbonyl-propionyl)-amino]-pentanedioic acid | 215163-57-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-[[(S)-1-(Methoxycarbonylmethyl-carbamoyl)-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-(3-methoxycarbonyl-propionyl)-amino]-pentanedioic acid
• CAS: 215163-57-8
• 化学式: C₂₂H₃₄N₂O₁₅
• 分子量: 566.516
• InChiKey: MGXPGICQACHXNW-SJDSRSFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.02
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  266.76
• 氢给体数：
  7.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[[(S)-1-(Methoxycarbonylmethyl-carbamoyl)-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-(3-methoxycarbonyl-propionyl)-amino]-pentanedioic acid 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (S)-2-[[2-(Carboxymethyl-carbamoyl)-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-(3-carboxy-propionyl)-amino]-pentanedioic acid
  参考文献：
  名称：

  Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction

  摘要：

  Application of the Ugi four-component condensation to rapidly synthesize a library of glycopeptide mimics of the tetrasaccharide SLe(x) as inhibitors of E- and P-selectin, and to study the effect of varied functionality in mimics on the inhibition is described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00422-3
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 (S)-2-[[(S)-1-(Methoxycarbonylmethyl-carbamoyl)-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-(3-methoxycarbonyl-propionyl)-amino]-pentanedioic acid
  参考文献：
  名称：

  Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction

  摘要：

  Application of the Ugi four-component condensation to rapidly synthesize a library of glycopeptide mimics of the tetrasaccharide SLe(x) as inhibitors of E- and P-selectin, and to study the effect of varied functionality in mimics on the inhibition is described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00422-3