Methyl-4,6-di-O-acetyl-β-D-galactopyranosid | 51842-35-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl-4,6-di-O-acetyl-β-D-galactopyranosid
• 英文别名: methyl 4,6-diacetyl-beta-D-galactopyranoside；[(2R,3R,4R,5R,6R)-3-acetyloxy-4,5-dihydroxy-6-methoxyoxan-2-yl]methyl acetate
• CAS: 51842-35-4
• 化学式: C₁₁H₁₈O₈
• 分子量: 278.259
• InChiKey: QFVKRCNWCDNNRR-MVCUBJFGSA-N

物化性质

• 沸点：
  388.5±42.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酰氯 、 甲基-Β-D-吡喃半乳糖苷 在 二正丁基氧化锡 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 8.0h， 以35%的产率得到Methyl-4,6-di-O-acetyl-β-D-galactopyranosid
  参考文献：
  名称：

  Reagent-Dependent Regioselective Control in Multiple Carbohydrate Esterifications

  摘要：

  Regioselective control in organotin-mediated multiple acylation of carbohydrates is presented. The acylation reagent could be efficiently used to direct the product formation. Reagent-dependent thermodynamic and kinetic control and dynamic assistance mechanisms are suggested, resulting in the efficient preparation of building blocks that normally require many steps with traditional synthesis.

  DOI：

  10.1021/jo0620821

文献信息

• Reagent-Dependent Regioselective Control in Multiple Carbohydrate Esterifications
  作者：Hai Dong、Zhichao Pei、Styrbjörn Byström、Olof Ramström

  DOI：10.1021/jo0620821

  日期：2007.2.1

  Regioselective control in organotin-mediated multiple acylation of carbohydrates is presented. The acylation reagent could be efficiently used to direct the product formation. Reagent-dependent thermodynamic and kinetic control and dynamic assistance mechanisms are suggested, resulting in the efficient preparation of building blocks that normally require many steps with traditional synthesis.