p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2-deoxy-β-D-arabino-hexopyranoside | 359687-43-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2-deoxy-β-D-arabino-hexopyranoside
• 英文别名: 3-[4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-N-[(4-ethenylphenyl)methyl]propanamide
• CAS: 359687-43-7
• 化学式: C₂₄H₂₉NO₆
• 分子量: 427.497
• InChiKey: IAKLHCNXKQSSBI-KOVSNXQUSA-N

物化性质

• 沸点：
  725.5±60.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  108
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-乙烯基苄胺 在 sodium methylate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2-deoxy-β-D-arabino-hexopyranoside
  参考文献：
  名称：

  SYNTHESIS OF NEW GLYCOPOLYMERS CONTAINING β-D-MANNOPYRANOSE, ANDC-2-SUBSTITUTED β-D-MANNOPYRANOSE RESIDUES AS A NEW CLASS OF INHIBITOR

  摘要：

  New styryl monomers containing beta -D-mannopyranose, 2-acetamido-2-deoxy-beta -D-mannopyranose, 2-deoxy-2-fluoro-beta -D-mannopyranose, and 2-deoxy-beta -D-arabino-hexopyranose on their side chains, were efficiently synthesized as a new class of a potent inhibitor resistant to exo-or-mannosidase digestion. The binding affinity of the carbohydrate polymers obtained from those mannopyranosyl styryl monomers by radical polymerization with Concanavalin A were evaluated. A binding assay indicated that the multivalency effect and the affinity enhancement attained by modification at the C-2 position of the beta -D-mannopyranoside residue resulted in the beta -D-mannopyranosyl polymer which has the same affinity as that of the alpha -D-mannopyranosyl polymer.

  DOI：

  10.1081/car-100103953

文献信息

• SYNTHESIS OF NEW GLYCOPOLYMERS CONTAINING β-<scp>D</scp>-MANNOPYRANOSE, AND<i>C</i>-2-SUBSTITUTED β-<scp>D</scp>-MANNOPYRANOSE RESIDUES AS A NEW CLASS OF INHIBITOR
  作者：Shoji Akai、Yasuhiro Kajihara、Yasuhiko Nagashima、Masugu Kamei、Junko Arai、Masami Bito、Ken-ichi Sato

  DOI：10.1081/car-100103953

  日期：2001.3.31

  New styryl monomers containing beta -D-mannopyranose, 2-acetamido-2-deoxy-beta -D-mannopyranose, 2-deoxy-2-fluoro-beta -D-mannopyranose, and 2-deoxy-beta -D-arabino-hexopyranose on their side chains, were efficiently synthesized as a new class of a potent inhibitor resistant to exo-or-mannosidase digestion. The binding affinity of the carbohydrate polymers obtained from those mannopyranosyl styryl monomers by radical polymerization with Concanavalin A were evaluated. A binding assay indicated that the multivalency effect and the affinity enhancement attained by modification at the C-2 position of the beta -D-mannopyranoside residue resulted in the beta -D-mannopyranosyl polymer which has the same affinity as that of the alpha -D-mannopyranosyl polymer.