4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester | 252060-80-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester
• 英文别名: methyl 4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]benzoate
• CAS: 252060-80-3
• 化学式: C₁₅H₂₀O₈
• 分子量: 328.319
• InChiKey: NMJMYNNUALDTBX-ZHZXCYKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester 在 吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 、 kerosene 为溶剂， 生成 {[4-(tert-butyldimethylsiloxymethyl)-phenyl]-methyl} 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside
  参考文献：
  名称：

  Synthesis of Selectively Functionalized Carbosilane Dendrimers with a Carbohydrate Core

  摘要：

  [GRAPHICS]First-generation members of a novel family of dendrimers schematically shown above have been synthesized. They display carbohydrate-centered carbosilanes in which one functional group (FG) is discriminated from the others. This will eventually allow their utilization in the synthesis of labeled carbosilanes or as selectively functionalized scaffolds for the preparation of multivalent glycomimetics.

  DOI：

  10.1021/ol9910619
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-trichloroacetimidate 、 4-(羟甲基)苯甲酸甲酯 生成 4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis of Selectively Functionalized Carbosilane Dendrimers with a Carbohydrate Core

  摘要：

  [GRAPHICS]First-generation members of a novel family of dendrimers schematically shown above have been synthesized. They display carbohydrate-centered carbosilanes in which one functional group (FG) is discriminated from the others. This will eventually allow their utilization in the synthesis of labeled carbosilanes or as selectively functionalized scaffolds for the preparation of multivalent glycomimetics.

  DOI：

  10.1021/ol9910619

文献信息

• Communication: An Unusual Side Reaction in the Perallylation of a Glucoside Brought About by Sodium Hydride
  作者：Mike M. K. Boysen、Thisbe K. Lindhorst

  DOI：10.1080/07328300008544088

  日期：2000.1
• Synthesis of Selectively Functionalized Carbosilane Dendrimers with a Carbohydrate Core
  作者：Mike M. K. Boysen、Thisbe K. Lindhorst

  DOI：10.1021/ol9910619

  日期：1999.12.1

  [GRAPHICS]First-generation members of a novel family of dendrimers schematically shown above have been synthesized. They display carbohydrate-centered carbosilanes in which one functional group (FG) is discriminated from the others. This will eventually allow their utilization in the synthesis of labeled carbosilanes or as selectively functionalized scaffolds for the preparation of multivalent glycomimetics.