3-(naphthalen-1-ylmethoxy)propyl 1-thio-β-D-galactopyranoside | 1350638-42-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(naphthalen-1-ylmethoxy)propyl 1-thio-β-D-galactopyranoside
• CAS: 1350638-42-4
• 化学式: C₂₀H₂₆O₆S
• 分子量: 394.489
• InChiKey: KUPIMISNIDQWKD-CXQPBAHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.38
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1-萘甲醇 在 甲醇 、 sodium methylate 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.5h， 生成 3-(naphthalen-1-ylmethoxy)propyl 1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Rapid Chemo-Enzymatic Synthesis of Peracetylated GlcNAcβ3Galβ-Aglycones

  摘要：

  The inhibition of sialyl Lewis X can prevent unwanted cellular extravasation that is associated with inflammatory diseases and tumor metastasis. Described is an efficient methodology to prepare peracetylated GlcNAc beta 3Gal-aglycone disaccharides subsequently used as metabolic decoys to inhibit sialyl Lewis X expression. Four glycosides were synthesized from one single parent disaccharide that in turn was prepared by large-scale enzymatic synthesis. The procedure avoids lengthy and inefficient synthetic steps to afford the desired disaccharides quickly with good overall yields.

  DOI：

  10.1080/07328303.2011.617023