4-methoxyphenylmethyl 4-O-(α-D-glucopyranosyl)-β-D-glucopyranoside | 219512-21-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenylmethyl 4-O-(α-D-glucopyranosyl)-β-D-glucopyranoside
• CAS: 219512-21-7
• 化学式: C₂₀H₃₀O₁₂
• 分子量: 462.451
• InChiKey: AASUNAOBXGQEST-OIIXUNCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.16
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  187.76
• 氢给体数：
  7.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 4-methoxyphenylmethyl 4-O-(α-D-glucopyranosyl)-β-D-glucopyranoside 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 3.0h， 以98%的产率得到4-methoxyphenylmethyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of α,α-, α,β-, and β,β-(dimaltoside)s of ethane-1,2-diol, propane-1,3-diol, and butane-1,4-diol: A proposal for an initial adhesion mode

  摘要：

  Nine dimaltoside derivatives of ethane-1,2-diol, propane-1,3-diol, and butane-1,4-diol having the alpha,alpha, alpha,beta, and beta,beta anomeric configurations at the linkage sites have been synthesized. Suitably protected maltosyl halides or a 1-(phenylthio) derivative were condensed with the foregoing diols and the resulting monomaltosyl derivatives were further condensed with the maltosyl donors to give, after deprotection, the title compounds. Their structures were fully characterized by NMR spectroscopy. Interactions between the three alpha,alpha-(dimaltoside)s and cinnamyl alcohol are briefly discussed. (C) 1998 Elsevier Science Ltd. All rights reserved

  DOI：

  10.1016/s0008-6215(98)00191-8
• 作为产物：
  描述：

  2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 在 碘 、 sodium methylate 、 silver carbonate 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 1.5h， 生成 4-methoxyphenylmethyl 4-O-(α-D-glucopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of α,α-, α,β-, and β,β-(dimaltoside)s of ethane-1,2-diol, propane-1,3-diol, and butane-1,4-diol: A proposal for an initial adhesion mode

  摘要：

  Nine dimaltoside derivatives of ethane-1,2-diol, propane-1,3-diol, and butane-1,4-diol having the alpha,alpha, alpha,beta, and beta,beta anomeric configurations at the linkage sites have been synthesized. Suitably protected maltosyl halides or a 1-(phenylthio) derivative were condensed with the foregoing diols and the resulting monomaltosyl derivatives were further condensed with the maltosyl donors to give, after deprotection, the title compounds. Their structures were fully characterized by NMR spectroscopy. Interactions between the three alpha,alpha-(dimaltoside)s and cinnamyl alcohol are briefly discussed. (C) 1998 Elsevier Science Ltd. All rights reserved

  DOI：

  10.1016/s0008-6215(98)00191-8