2,3,4,5-tetra-O-methyl-D-galactonolactone | 904845-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2,3,4,5-tetra-O-methyl-D-galactonolactone
• 英文别名: (3R,4S,5S,6R)-3,4,5,6-tetramethoxyoxepan-2-one
• CAS: 904845-29-0
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: RBFJEIBZFHLVNU-RYPBNFRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3,4,5-tetra-O-methyl-D-galactonic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以56%的产率得到2,3,4,5-tetra-O-methyl-D-galactonolactone
  参考文献：
  名称：

  Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester

  摘要：

  2,3,4,6-Tetra-O-methyl-D-galactonic acid (5) was readily prepared from D-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-D-galactono-1,6-lactone, which was copolymerized with c-caprolactone by ring-opening polymerization catalyzed by scandium triflate. The incorporation of the sugar comonomer into the polyester chain was about 10%. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.017

文献信息

• Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester
  作者：C. Lorena Romero Zaliz、Oscar Varela

  DOI：10.1016/j.carres.2006.10.017

  日期：2006.12

  2,3,4,6-Tetra-O-methyl-D-galactonic acid (5) was readily prepared from D-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-D-galactono-1,6-lactone, which was copolymerized with c-caprolactone by ring-opening polymerization catalyzed by scandium triflate. The incorporation of the sugar comonomer into the polyester chain was about 10%. (c) 2006 Elsevier Ltd. All rights reserved.