2,3,4,5-tetra-O-methyl-D-gluconic acid | 20401-76-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,5-tetra-O-methyl-D-gluconic acid
• 英文别名: 2.3.4.5-tetramethyl-d-gluconic acid；2.3.4.5-Tetramethyl-d-gluconsaeure；(2R,3S,4R,5R)-6-hydroxy-2,3,4,5-tetramethoxyhexanoic acid
• CAS: 20401-76-7
• 化学式: C₁₀H₂₀O₇
• 分子量: 252.265
• InChiKey: OYGPMNYGCOGSQJ-LURQLKTLSA-N

物化性质

• 沸点：
  392.677±42.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.186±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetra-O-methyl-D-gluconic acid 在 4-二甲氨基吡啶 、 4-(dimethylamino)pyridine hydrochloride 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以80%的产率得到2,3,4,5-tetra-O-methyl-D-glucono-1,6-lactone
  参考文献：
  名称：

  Synthesis of 2,3,4,5-tetra-O-methyl-d-glucono-1,6-lactone as a monomer for the preparation of copolyesters

  摘要：

  2,3,4,5-Tetra-O-methyl-D-glucono-1,6-lactone has been prepared as a crystalline compound in acceptable yield by two different routes. An initial assay of copolymerization with L-lactide by ring-opening polymerization was carried out. The incorporation of the carbohydrate monomer into the polymer chain was about 2%. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00528-1
• 作为产物：
  描述：

  1,2,3,4-tetra-O-methyl-α-D-glucopyranose 在 palladium on activated charcoal 氢氧化钾 、 硫酸 、 氢气 、 乙酸酐 、 sodium hydride 作用下， 以 四氢呋喃 、 溶剂黄146 、 二甲基亚砜 、 乙酸乙酯 为溶剂， 反应 96.0h， 生成 2,3,4,5-tetra-O-methyl-D-gluconic acid
  参考文献：
  名称：

  Synthesis of 2,3,4,5-tetra-O-methyl-d-glucono-1,6-lactone as a monomer for the preparation of copolyesters

  摘要：

  2,3,4,5-Tetra-O-methyl-D-glucono-1,6-lactone has been prepared as a crystalline compound in acceptable yield by two different routes. An initial assay of copolymerization with L-lactide by ring-opening polymerization was carried out. The incorporation of the carbohydrate monomer into the polymer chain was about 2%. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00528-1

文献信息

• Haworth; Loach; Long, Journal of the Chemical Society, 1927, p. 3153
  作者：Haworth、Loach、Long

  DOI：——

  日期：——
• Synthesis of 2,3,4,5-tetra-O-methyl-d-glucono-1,6-lactone as a monomer for the preparation of copolyesters
  作者：Inmaculada Molina Pinilla、Manuel Bueno Martı́nez、Juan A Galbis

  DOI：10.1016/s0008-6215(02)00528-1

  日期：2003.3

  2,3,4,5-Tetra-O-methyl-D-glucono-1,6-lactone has been prepared as a crystalline compound in acceptable yield by two different routes. An initial assay of copolymerization with L-lactide by ring-opening polymerization was carried out. The incorporation of the carbohydrate monomer into the polymer chain was about 2%. (C) 2003 Elsevier Science Ltd. All rights reserved.