Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3R,4S,5S,6R)-4-allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester | 214058-22-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3R,4S,5S,6R)-4-allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester
• CAS: 214058-22-7
• 化学式: C₂₂H₃₄O₁₃
• 分子量: 506.504
• InChiKey: UDQJBMCGYAMYCG-WJGJIBMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.79
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  165.51
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3R,4S,5S,6R)-4-allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以96%的产率得到(2R,3S,4R,5S,6S)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Synthesis of the Tetrasaccharide Repeating Unit of the Antigen from Escherichia coli O126 as Its Methyl Glycoside

  摘要：

  The tetrasaccharide repeating unit (17) of the antigen from E, coli O126 has been synthesized as its methyl glycoside by sequential addition of monosaccharide derivatives. The formation of the beta-mannosidic linkage was achieved by Swern oxidation of the glucose derivative followed by reduction of the product with sodium borohydride.

  DOI：

  10.1080/07328309808001883
• 作为产物：
  描述：

  Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((4aR,6S,7R,8S,8aS)-8-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester 在 水 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以90%的产率得到Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3R,4S,5S,6R)-4-allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of the Tetrasaccharide Repeating Unit of the Antigen from Escherichia coli O126 as Its Methyl Glycoside

  摘要：

  The tetrasaccharide repeating unit (17) of the antigen from E, coli O126 has been synthesized as its methyl glycoside by sequential addition of monosaccharide derivatives. The formation of the beta-mannosidic linkage was achieved by Swern oxidation of the glucose derivative followed by reduction of the product with sodium borohydride.

  DOI：

  10.1080/07328309808001883