2,4-di-O-acetyl-1,6-anhydro-β-D-galactopyranose | 56933-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 2,4-di-O-acetyl-1,6-anhydro-β-D-galactopyranose
• 英文别名: [(1R,2R,3S,4R,5R)-4-acetyloxy-3-hydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] acetate
• CAS: 56933-12-1
• 化学式: C₁₀H₁₄O₇
• 分子量: 246.217
• InChiKey: GCLYLTXYEKNPRH-SOYHJAILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 1,6-内醚-D-半乳糖 反应 264.0h， 以36%的产率得到O²-Acetyl-1,6-anhydro-β-D-galactopyranose
  参考文献：
  名称：

  Regioselective acylation of 1,6-anhydro-β-D-manno and galactopyranose catalysed by lipases

  摘要：

  Pseudomonas fluorescens lipase (Amano) was found to be highly regioselective in the transesterification of 1,6-anhydro-beta-D-manno and galactopyranoses (mannosane curd galactosane respectively) using vinyl acetate as an acyl donor. As in the case of 1,6-anhydro-beta-D-glucopyranose (glucosane), the 4-OH axial group of mannosane is preferred, while the titled lipase catalysed the regioselective transesterification at the 2-axial OH of galactosane. The enzymatic acylation affords monoesters of the 1,6-anhydropyranoses which are difficult to obtain using conventional methods.

  DOI：

  10.1016/0957-4166(95)00171-k

文献信息

• Regioselective deacylation of 1,6-anhydro-β-D-galactopyranose derivatives catalyzed by soluble and immobilized lipases
  作者：Antonio Ballesteros、Manuel Bernabé、Carmen Cruzado、Manuel Martín-Lomas、Cristina Otero

  DOI：10.1016/s0040-4020(01)89175-4

  日期：——