(S)-2-(2-{{1-Phenethylcarbamoyl-3-[4-(4-phenoxy-phenoxy)-phenyl]-propyl}-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-acetyl]-amino}-acetylamino)-pentanedioic acid dibenzyl ester | 215163-54-5

• 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-(2-{{1-Phenethylcarbamoyl-3-[4-(4-phenoxy-phenoxy)-phenyl]-propyl}-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-acetyl]-amino}-acetylamino)-pentanedioic acid dibenzyl ester
• CAS: 215163-54-5
• 化学式: C₈₀H₈₁N₃O₁₃
• 分子量: 1292.54
• InChiKey: GTQQTUKAEOQAJZ-FGRRMOKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.45
• 重原子数：
  96.0
• 可旋转键数：
  34.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  186.49
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-{{1-Phenethylcarbamoyl-3-[4-(4-phenoxy-phenoxy)-phenyl]-propyl}-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-acetyl]-amino}-acetylamino)-pentanedioic acid dibenzyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(S)-2-(2-{{1-Phenethylcarbamoyl-3-[4-(4-phenoxy-phenoxy)-phenyl]-propyl}-[2-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yl)-acetyl]-amino}-acetylamino)-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：

  Gly-Glu(OBzl)-OBzl 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.17h， 生成 (S)-2-(2-{{1-Phenethylcarbamoyl-3-[4-(4-phenoxy-phenoxy)-phenyl]-propyl}-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-acetyl]-amino}-acetylamino)-pentanedioic acid dibenzyl 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