(3R,4S,5S,6R)-2-(3-Chloro-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol | 193890-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S,5S,6R)-2-(3-Chloro-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• 英文别名: 3-Chloropropyl d-glucopyranoside；(3R,4S,5S,6R)-2-(3-chloropropoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 193890-46-9
• 化学式: C₉H₁₇ClO₆
• 分子量: 256.683
• InChiKey: YQOCWVRMYFLOGE-LOFWALOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R,4S,5S,6R)-2-(3-Chloro-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 在 immobilized C_. antarctica lipase 、 sodium iodide 作用下， 以 丁酮 为溶剂， 75.0 ℃ 、999.92 Pa 条件下， 反应 48.0h， 生成
  参考文献：
  名称：

  Chemoenzymatic synthesis and characterization of a new type of carbohydrate-based cationic antimicrobial agents

  摘要：

  A simple chemoenzymatic synthesis providing 6-O-monoesters of 3-(trimethylammonio)propyl D-glucopyranoside in high yields is described. These new compounds are very effective cationic surfactants exhibiting both antibacterial and antifungal activity and have a good compatibility with anionic surfactants. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00276-x
• 作为产物：
  描述：

  a-无水葡萄糖酯 、 3-氯-1-丙醇 在 H⁺ resin 作用下， 反应 48.0h， 以84%的产率得到(3R,4S,5S,6R)-2-(3-Chloro-propoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Chemoenzymatic synthesis and characterization of a new type of carbohydrate-based cationic antimicrobial agents

  摘要：

  A simple chemoenzymatic synthesis providing 6-O-monoesters of 3-(trimethylammonio)propyl D-glucopyranoside in high yields is described. These new compounds are very effective cationic surfactants exhibiting both antibacterial and antifungal activity and have a good compatibility with anionic surfactants. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00276-x

文献信息

• Chemoenzymatic synthesis and characterization of a new type of carbohydrate-based cationic antimicrobial agents
  作者：Ole Kirk、Flemming D. Pedersen、Claus C. Fuglsang

  DOI：10.1016/s0960-894x(97)00276-x

  日期：1997.7

  A simple chemoenzymatic synthesis providing 6-O-monoesters of 3-(trimethylammonio)propyl D-glucopyranoside in high yields is described. These new compounds are very effective cationic surfactants exhibiting both antibacterial and antifungal activity and have a good compatibility with anionic surfactants. (C) 1997 Elsevier Science Ltd.