2,3,4,6,1',3',4'-hepta-O-benzoylsucrose | 303779-97-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,6,1',3',4'-hepta-O-benzoylsucrose
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[(2S,3S,4R,5R)-3,4-dibenzoyloxy-2-(benzoyloxymethyl)-5-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 303779-97-7
• 化学式: C₆₁H₅₀O₁₈
• 分子量: 1071.06
• InChiKey: CHSBQUOEMUOAOK-ILIPRKQJSA-N

物化性质

• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  79
• 可旋转键数：
  26
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  232
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2,3,4,6,1',3',4'-hepta-O-benzoylsucrose 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Porphyrins with directly meso-attached disaccharide moieties: Synthesis, self-assembly and cellular study

  摘要：

  研究人员合成了一系列通过 "果糖 "末端的碳 C-6′ 直接中接 "蔗糖 "分子的卟啉，并通过光谱（荧光、圆二色、共振光散射）技术研究了它们的物理化学和聚集特性。此外，还评估了所选卟啉对肿瘤细胞的影响。

  DOI：

  10.1142/s1088424616500875
• 作为产物：
  描述：

  6'-O-tert-butyldiphenylsilyl-2,3,4,6,1',3',4'-hepta-O-benzoylsucrose 在 甲醇 、 溴 作用下， 反应 1.0h， 以86%的产率得到2,3,4,6,1',3',4'-hepta-O-benzoylsucrose
  参考文献：
  名称：

  6'-脱氧-6'-氟蔗糖的合成。

  摘要：

  已经开发了一种简便的6'-脱氧-6'-氟蔗糖合成方法。标题化合物可通过六个线性步骤以总收率的44％从市售蔗糖获得。合成涉及快速和方便的氟化和脱保护条件。该程序对于掺入放射性[（18）F]将会非常有用。

  DOI：

  10.1016/j.carres.2012.12.001

文献信息

• Bromine in Methanol: An Efficient Reagent for the Deprotection of the tert-Butyldiphenylsilyl Group
  作者：M. Teresa Barros、Christopher D. Maycock、Christine Thomassigny

  DOI：10.1055/s-2001-15136

  日期：——

  A selective reagent for the deprotection of a tert-butyl-diphenylsilyl (TBDPS) ether in the presence of other protecting groups, using a solution of bromine in methanol under reflux is presented. By extension, this reagent has been introduced for the deprotection of TBDPS amines and esters and has also shown good selectivity in the removal of a TBDMS ether in the presence of a TBDPS one.

  介绍了一种选择性试剂，该试剂在回流条件下使用溴在甲醇中的溶液，对存在其他保护基团的叔丁基二苯基硅烷（TBDPS）醚进行脱保护。此外，该试剂还可用于 TBDPS 胺和酯的脱保护，并在去除存在 TBDPS 的 TBDMS 醚时显示出良好的选择性。
• Syntheses of Optically Active Monomers and Copolymers Derived from Protected 6′-<i>O</i>-Acryloyl Sucroses
  作者：M. Teresa Barros、Fernando Siñeriz

  DOI：10.1055/s-2002-33120

  日期：——

  Selectively 6′-O-monoacrylated monomers of fully protected sucrose moieties were synthesized by a multistep route. Chiral copolymers were prepared from these monomers with styrene or methyl methacrylate using radical initialization with azobisisobutyronitrile (AIBN). The quantitative incorporation of substoichiometric components was verified. Copolymers composition and purity were reliably analyzed by 1H NMR and SEC.

  通过多步路线合成了完全保护蔗糖分子的选择性 6′-O-单丙烯化单体。使用偶氮二异丁腈（AIBN）进行自由基初始化，用这些单体与苯乙烯或甲基丙烯酸甲酯制备了手性共聚物。亚几何成分的定量加入得到了验证。共聚物的成分和纯度可通过 1H NMR 和 SEC 进行可靠分析。
• Fast Galloylation of a Sugar Moiety: Preparation of Three Monogalloylsucroses as References for Antioxidant Activity. A Method for the Selective Deprotection of tert-Butyldiphenylsilyl Ethers
  作者：M.Teresa Barros、Christopher D. Maycock、Fernando Siñeriz、Christine Thomassigny

  DOI：10.1016/s0040-4020(00)00593-7

  日期：2000.8

  Three protected new gallotannins, namely the 6'-O-(tri-O-methylgalloyl)-2,3,4,6,1',3',4'-hepta-O-acetylsucrose, the 6'-O-(tri-O-methylgalloyl)-2,3,4,6,1',3',4'-hepta-O-benzoylsucrose and the 6,6'-di-O-tert-butyldiphenylsilyl-1'-O-(tri-O-methylgalloyl)-2,3,4,3',4'-penta-O-acetylsucrose have been prepared in four short sequences from sucrose. Methods for rapid galloylation have been studied in order to avoid simultaneous acyl transfer reactions. A method for the deprotection of a tert-butyldiphenylsilyl ether has been developed which avoids the intramolecular migration of a benzoate group. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Faster and greener parallel chemical reaction work-up using ‘sponge’ extraction
  作者：Tingting Li、Bo Xu

  DOI：10.1016/j.tetlet.2022.153702

  日期：2022.4
• Synthesis of 6′-deoxy-6′-fluorosucrose
  作者：Vikram Gaddam、Michael Harmata

  DOI：10.1016/j.carres.2012.12.001

  日期：2013.3

  A facile synthesis of 6'-deoxy-6'-fluorosucrose has been developed. The title compound is available in six linear steps in 44% overall yield from commercially available sucrose. The synthesis involves rapid and convenient fluorination and deprotection conditions. This procedure would be very useful for the incorporation of radioactive [(18)F].

  已经开发了一种简便的6'-脱氧-6'-氟蔗糖合成方法。标题化合物可通过六个线性步骤以总收率的44％从市售蔗糖获得。合成涉及快速和方便的氟化和脱保护条件。该程序对于掺入放射性[（18）F]将会非常有用。