allyl 3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranoside | 150269-82-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranoside
• 英文别名: Bn(-3)[Mob(-4)]Glc(b)-O-allyl；(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-ol
• CAS: 150269-82-2
• 化学式: C₂₄H₃₀O₇
• 分子量: 430.498
• InChiKey: OJOZNHBNPFJEGX-MRKXFKPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  86.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  allyl 3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranoside 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 sodium chlorite 作用下， 以 phosphate buffer 、 乙腈 为溶剂， 反应 96.0h， 以76%的产率得到
  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：

  allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-β-D-glucopyranoside 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.75h， 以38%的产率得到allyl 3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranoside
  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

文献信息

• Synthesis of a trisulfated heparan sulfate disaccharide analog and its use as a template for preliminary molecular imprinting studies
  作者：Yasunori Ikeda、Fernando Siñeriz、Laurent Bultel、Eric Grand、José Kovensky、Dulce Papy-Garcia

  DOI：10.1016/j.carres.2007.12.020

  日期：2008.3

  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.