ethyl (2R)-2-[(2R,3S,4R,5R,6S)-3-[[(4aR,6S,7R,8R,8aS)-2-phenyl-8-phenylmethoxy-7-(2,2,2-trichloroethoxycarbonylamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-(phenylmethoxymethyl)-6-prop-2-enoxy-5-(2,2,2-trichloroethoxycarbonylamino)oxan-4-yl]oxypropanoate | 943721-02-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (2R)-2-[(2R,3S,4R,5R,6S)-3-[[(4aR,6S,7R,8R,8aS)-2-phenyl-8-phenylmethoxy-7-(2,2,2-trichloroethoxycarbonylamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-(phenylmethoxymethyl)-6-prop-2-enoxy-5-(2,2,2-trichloroethoxycarbonylamino)oxan-4-yl]oxypropanoate
• CAS: 943721-02-6
• 化学式: C₄₇H₅₄Cl₆N₂O₁₅
• 分子量: 1099.67
• InChiKey: AWKRLDPNOZHQHN-RBXXFOABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  70
• 可旋转键数：
  24
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  186
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  ethyl (2R)-2-[(2R,3S,4R,5R,6S)-3-[[(4aR,6S,7R,8R,8aS)-2-phenyl-8-phenylmethoxy-7-(2,2,2-trichloroethoxycarbonylamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-(phenylmethoxymethyl)-6-prop-2-enoxy-5-(2,2,2-trichloroethoxycarbonylamino)oxan-4-yl]oxypropanoate 、 乙酸酐 在 zinc/copper couple 、 溶剂黄146 、 吡啶 作用下， 以46%的产率得到
  参考文献：
  名称：

  Synthesis of crosslinked peptidoglycan fragments for investigation of their immunobiological functions

  摘要：

  The synthesis of crosslinked peptidoglycan (PGN) fragments from Streptococcus pneumoniae cell wall was achieved. The immunostimulatory activities, including the induction of IL-6 and the stimulation of the intracellular receptor Nod2, were also determined. The crosslinked PGN fragments were not major human Nod2 ligands. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.081
• 作为产物：
  描述：

  ethyl (2R)-2-[(2R,3S,4R,5R,6S)-3-hydroxy-2-(phenylmethoxymethyl)-6-prop-2-enoxy-5-(2,2,2-trichloroethoxycarbonylamino)oxan-4-yl]oxypropanoate 、 [(4aR,7R,8R,8aS)-2-phenyl-8-phenylmethoxy-7-(2,2,2-trichloroethoxycarbonylamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl] 2,2,2-trichloroethanimidate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以88%的产率得到ethyl (2R)-2-[(2R,3S,4R,5R,6S)-3-[[(4aR,6S,7R,8R,8aS)-2-phenyl-8-phenylmethoxy-7-(2,2,2-trichloroethoxycarbonylamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-(phenylmethoxymethyl)-6-prop-2-enoxy-5-(2,2,2-trichloroethoxycarbonylamino)oxan-4-yl]oxypropanoate
  参考文献：
  名称：

  Synthesis of crosslinked peptidoglycan fragments for investigation of their immunobiological functions

  摘要：

  The synthesis of crosslinked peptidoglycan (PGN) fragments from Streptococcus pneumoniae cell wall was achieved. The immunostimulatory activities, including the induction of IL-6 and the stimulation of the intracellular receptor Nod2, were also determined. The crosslinked PGN fragments were not major human Nod2 ligands. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.081

文献信息

• Synthesis of crosslinked peptidoglycan fragments for investigation of their immunobiological functions
  作者：Yukari Fujimoto、Yasuko Konishi、Osamu Kubo、Mizuho Hasegawa、Naohiro Inohara、Koichi Fukase

  DOI：10.1016/j.tetlet.2009.03.081

  日期：2009.7

  The synthesis of crosslinked peptidoglycan (PGN) fragments from Streptococcus pneumoniae cell wall was achieved. The immunostimulatory activities, including the induction of IL-6 and the stimulation of the intracellular receptor Nod2, were also determined. The crosslinked PGN fragments were not major human Nod2 ligands. (C) 2009 Elsevier Ltd. All rights reserved.