N-((1S,2R)-1-{Benzyl-[1-(methoxycarbonylmethyl-carbamoyl)-2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-3-benzyloxy-2-hydroxy-propyl)-succinamic acid benzyl ester | 215163-56-7

• 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: N-((1S,2R)-1-{Benzyl-[1-(methoxycarbonylmethyl-carbamoyl)-2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-3-benzyloxy-2-hydroxy-propyl)-succinamic acid benzyl ester
• CAS: 215163-56-7
• 化学式: C₆₂H₆₉N₃O₁₃
• 分子量: 1064.24
• InChiKey: ZYKVGRJENDSINZ-HXPIFDKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  78.0
• 可旋转键数：
  29.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  197.49
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  N-((1S,2R)-1-{Benzyl-[1-(methoxycarbonylmethyl-carbamoyl)-2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-3-benzyloxy-2-hydroxy-propyl)-succinamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到N-((1S,2R)-1-{Benzyl-[1-(methoxycarbonylmethyl-carbamoyl)-2-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-2,3-dihydroxy-propyl)-succinamic 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：

  2-(tri-O-benzyl-α-L-fucopyranosyl)-acetaldehyde 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.17h， 生成 N-((1S,2R)-1-{Benzyl-[1-(methoxycarbonylmethyl-carbamoyl)-2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-3-benzyloxy-2-hydroxy-propyl)-succinamic acid benzyl ester
  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