[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(2-azidoethoxy)-3-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]methyl acetate | 211676-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(2-azidoethoxy)-3-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 211676-85-6
• 化学式: C₄₀H₅₅N₃O₂₆
• 分子量: 993.881
• InChiKey: GPUBIHZMGVFDAF-NYXKOBDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.53
• 重原子数：
  69.0
• 可旋转键数：
  21.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  367.14
• 氢给体数：
  0.0
• 氢受体数：
  27.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(2-azidoethoxy)-3-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]methyl acetate 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 22.0 ℃ 、101.33 kPa 条件下， 反应 14.0h， 生成 2-aminoethyl α-D-galactopyranosyl-(1->4)-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of some divalent O- and S-glycosides of galabiose and globotriose

  摘要：

  Derivatives of galabiose (alpha-D-Galp-(1-->4)-D-Galp) and globotriose (alpha-D-Galp-(1-->4)-beta-D-Galp(1-->4)-D-Glcp) were coupled to various 1,2- and 1,3-dihydroxymethyl- and dimercaptomethylbenzenes to give the corresponding divalent glycosides, potentially useful as inhibitors of bacterial adhesion. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00021-4
• 作为产物：
  描述：

  在 sodium azide 、 15-冠醚-5 、 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(2-azidoethoxy)-3-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of some divalent O- and S-glycosides of galabiose and globotriose

  摘要：

  Derivatives of galabiose (alpha-D-Galp-(1-->4)-D-Galp) and globotriose (alpha-D-Galp-(1-->4)-beta-D-Galp(1-->4)-D-Glcp) were coupled to various 1,2- and 1,3-dihydroxymethyl- and dimercaptomethylbenzenes to give the corresponding divalent glycosides, potentially useful as inhibitors of bacterial adhesion. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00021-4

文献信息

• Synthesis of some aglycon analogs of globotriosylceramide
  作者：Henrik C. Hansen、Göran Magnusson

  DOI：10.1016/s0008-6215(99)00230-x

  日期：1999.12

  Seven aglycon analogs of globotriosylceramide were synthesized by glycosylation of suitable functionalized alcohols with peracetylated globotriose trichloroacetimidate, followed by further transformations of the aglycon and removal of the protecting groups.

  通过将合适的官能化的醇与过乙酰化的球三糖三氯乙酰亚胺酸酯进行糖基化反应，合成七种globotriosylceramide的糖苷配基类似物，然后进一步转化糖苷配基并去除保护基。