(2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-((2S,6S)-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-ylmethyl)-tetrahydro-pyran-3,4,5-triol | 188405-12-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-((2S,6S)-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-ylmethyl)-tetrahydro-pyran-3,4,5-triol
• 英文别名: (2R,3S,4R,5R,6R)-2-(hydroxymethyl)-6-[[(2S,6S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]methyl]oxane-3,4,5-triol
• CAS: 188405-12-1
• 化学式: C₁₃H₂₂O₇
• 分子量: 290.313
• InChiKey: SKUWKAZRFLXWJD-OLPJOPMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-((2S,6S)-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-ylmethyl)-tetrahydro-pyran-3,4,5-triol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以100%的产率得到(2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-((2S,6S)-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  New access to C-disaccharide analogs of α, α-trehalose using an aqueous hetero Diels-Alder reaction

  摘要：

  C-disaccharide analogs of trehalose were prepared using an aqueous Diels-Alder reaction as a key step. The resulting major stereoisomer was shown by NMR spectroscopy analysis to have the correct (alpha, alpha') stereochemistry of trehalose. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00267-4
• 作为产物：
  描述：

  (2S,6S)-6-benzoyloxymethyl-5,6-dihydro-2-[(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)methyl]-2H-pyran 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以100%的产率得到(2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-((2S,6S)-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-ylmethyl)-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  New access to C-disaccharide analogs of α, α-trehalose using an aqueous hetero Diels-Alder reaction

  摘要：

  C-disaccharide analogs of trehalose were prepared using an aqueous Diels-Alder reaction as a key step. The resulting major stereoisomer was shown by NMR spectroscopy analysis to have the correct (alpha, alpha') stereochemistry of trehalose. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00267-4