benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetimidate)uronate | 1021457-02-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetimidate)uronate
• 英文别名: benzyl (2S,3S,4S,5R,6R)-5-acetyloxy-3-[(4-methoxyphenyl)methoxy]-4-phenylmethoxy-6-(2,2,2-trichloroethanimidoyl)oxyoxane-2-carboxylate
• CAS: 1021457-02-2
• 化学式: C₃₂H₃₂Cl₃NO₉
• 分子量: 680.966
• InChiKey: VEXLQCXVFNVZGN-RKBVRRORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  45
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  allyl 2,6-di-O-acetyl-3-O-benzyl-β-D-glucopyranoside 、 benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetimidate)uronate 在 三氟甲磺酸三甲基硅酯 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以96%的产率得到allyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(benzyl 2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosiduronate)-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
• 作为产物：
  描述：

  benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-D-glucopyranosid)uronate 、 三氯乙腈 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以93%的产率得到benzyl (2-O-acetyl-3-O-benzyl-4-O-p-methoxybenzyl-α-D-glucopyranosyl trichloroacetimidate)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