8-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]-octyl 4-O-(2-acetamido-2-deoxy-β-Dgalactopyranosyl)-β-D-galactopyranoside | 236743-80-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]-octyl 4-O-(2-acetamido-2-deoxy-β-Dgalactopyranosyl)-β-D-galactopyranoside
• CAS: 236743-80-9
• 化学式: C₂₈H₄₈Cl₃N₃O₁₄
• 分子量: 757.06
• InChiKey: YHCZZOHGNZXUEY-JBTXYBQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.29
• 重原子数：
  48.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  254.83
• 氢给体数：
  9.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 8-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]-octyl 4-O-(2-acetamido-2-deoxy-β-Dgalactopyranosyl)-β-D-galactopyranoside 在 吡啶 作用下， 以88%的产率得到8-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]-octyl 4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Simple Multivalent β-D-GalNAc-(1→4)-β-D-Gal Oligomers as Probes for Investigating the Interactions ofP. AeruginosaPili with Multivalent Receptors

  摘要：

  Five multivalent beta-D-GalNAc-(1-->4)-beta-D-Gal oligomers were selected and synthesized as probes for investigating the adhesin-receptor interactions of P. aeruginosa pill with multivalent receptors. They were synthesized by the amide coupling reactions of 8-(N-2-aminoethyl)carboxamidooctyl 4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)beta-D-galactopyranoside (7) with EDTA dianhydride, EDTA, Kemp's triacid and adipic acid with EDC, DIC and DCC combined with HOBt as coupling reagents and by the reaction of per-O-acetylated 7 with 1,3,5-benzenetricarbonyl trichloride followed by de-O-acetylation. These resulting multivalent compounds contain flexible C-9 spacer arms as linkers attached to either flexible hydrophilic moieties or rigid hydrophobic cores.

  DOI：

  10.1080/07328309908544014
• 作为产物：
  描述：

  9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester 在 碳酸氢钠 作用下， 反应 48.5h， 生成 8-[2-(2,2,2-trichloroethoxycarbonyl)aminoethyleneaminocarbonyl]-octyl 4-O-(2-acetamido-2-deoxy-β-Dgalactopyranosyl)-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Simple Multivalent β-D-GalNAc-(1→4)-β-D-Gal Oligomers as Probes for Investigating the Interactions ofP. AeruginosaPili with Multivalent Receptors

  摘要：

  Five multivalent beta-D-GalNAc-(1-->4)-beta-D-Gal oligomers were selected and synthesized as probes for investigating the adhesin-receptor interactions of P. aeruginosa pill with multivalent receptors. They were synthesized by the amide coupling reactions of 8-(N-2-aminoethyl)carboxamidooctyl 4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)beta-D-galactopyranoside (7) with EDTA dianhydride, EDTA, Kemp's triacid and adipic acid with EDC, DIC and DCC combined with HOBt as coupling reagents and by the reaction of per-O-acetylated 7 with 1,3,5-benzenetricarbonyl trichloride followed by de-O-acetylation. These resulting multivalent compounds contain flexible C-9 spacer arms as linkers attached to either flexible hydrophilic moieties or rigid hydrophobic cores.

  DOI：

  10.1080/07328309908544014