1,2:5,6-di-O-isopropylidene-3-C-trifluoromethanesulfonyloxymethyl-α-D-glucofuranose | 286839-66-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1,2:5,6-di-O-isopropylidene-3-C-trifluoromethanesulfonyloxymethyl-α-D-glucofuranose
• 英文别名: [(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-6-hydroxy-2,2-dimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-yl]methyl trifluoromethanesulfonate
• CAS: 286839-66-5
• 化学式: C₁₄H₂₁F₃O₉S
• 分子量: 422.377
• InChiKey: SZIOSIGCCLTNLU-YANYRWCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,2:5,6-di-O-isopropylidene-3-C-trifluoromethanesulfonyloxymethyl-α-D-glucofuranose 在 sodium iodide 作用下， 以 丙酮 为溶剂， 以99%的产率得到1,2:5,6-di-O-isopropylidene-3-C-iodomethyl-α-D-glucofuranose
  参考文献：
  名称：

  Higher iodinated analogues of d-glucose: syntheses of 3-C-iodomethyl, 6-C-iodomethyl and 6-C-iodophenyl derivatives

  摘要：

  C-Substituted iodinated analogues of D-glucose have been prepared from diacetone-D-glucose or D-glucuronic acid derivatives; in these compounds, each hydroxyl group of glucose is present. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00518-2
• 作为产物：
  描述：

  三氟甲磺酸酐 、 3-C-hydroxymethyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 在 2,4,6-三甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以79%的产率得到1,2:5,6-di-O-isopropylidene-3-C-trifluoromethanesulfonyloxymethyl-α-D-glucofuranose
  参考文献：
  名称：

  Higher iodinated analogues of d-glucose: syntheses of 3-C-iodomethyl, 6-C-iodomethyl and 6-C-iodophenyl derivatives

  摘要：

  C-Substituted iodinated analogues of D-glucose have been prepared from diacetone-D-glucose or D-glucuronic acid derivatives; in these compounds, each hydroxyl group of glucose is present. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00518-2

文献信息

• Higher iodinated analogues of d-glucose: syntheses of 3-C-iodomethyl, 6-C-iodomethyl and 6-C-iodophenyl derivatives
  作者：Christophe Morin、Lionel Ogier

  DOI：10.1016/s0957-4166(99)00518-2

  日期：2000.2

  C-Substituted iodinated analogues of D-glucose have been prepared from diacetone-D-glucose or D-glucuronic acid derivatives; in these compounds, each hydroxyl group of glucose is present. (C) 2000 Elsevier Science Ltd. All rights reserved.