benzyl (allyl 2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate | 1021457-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl (allyl 2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate
• CAS: 1021457-00-0
• 化学式: C₃₃H₃₆O₉
• 分子量: 576.643
• InChiKey: PXQMZSZZBMXYIM-XRFYEMKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  42.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl (allyl 2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate 在 三乙烯二胺 、 Wilkinson's catalyst 、 mercury dichloride 、 mercury(II) oxide 作用下， 以 乙醇 、 水 、 甲苯 、 丙酮 为溶剂， 反应 5.0h， 生成 benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate 、 benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-α-D-glucopyranosid)uronate
  参考文献：
  名称：

  Synthesis of a trisulfated heparan sulfate disaccharide analog and its use as a template for preliminary molecular imprinting studies

  摘要：

  A heparan sulfate disaccharide analog was synthesized by a multistep route. This synthesis was designed in such a way that one intermediate could be selectively deprotected to provide versatility during both synthesis and homologation of heparan sulfate related polysaccharides. Non-covalent imprinted polymers were prepared by using the synthesized disaccharide as a template and a primary amine functionalized acrylate as the key functional monomer suitable for specific sulfated sugar recognition. The binding of related sugars to the imprinted and non-imprinted polymers and the binding of template to the chemically modified polymers have been also investigated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.12.020
• 作为产物：
  描述：

  benzyl (allyl 3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate 、 乙酸酐 以 吡啶 为溶剂， 反应 20.0h， 以0.9 g的产率得到benzyl (allyl 2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosid)uronate
  参考文献：
  名称：

  Synthesis of a trisulfated heparan sulfate disaccharide analog and its use as a template for preliminary molecular imprinting studies

  摘要：

  A heparan sulfate disaccharide analog was synthesized by a multistep route. This synthesis was designed in such a way that one intermediate could be selectively deprotected to provide versatility during both synthesis and homologation of heparan sulfate related polysaccharides. Non-covalent imprinted polymers were prepared by using the synthesized disaccharide as a template and a primary amine functionalized acrylate as the key functional monomer suitable for specific sulfated sugar recognition. The binding of related sugars to the imprinted and non-imprinted polymers and the binding of template to the chemically modified polymers have been also investigated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.12.020