(4,5,6,7,8,9-D-glycero-D-galacto-hexahydroxynon-1-en-2-yl)phosphonic acid | 189688-51-5

• 分子结构分类: 有机化合物
• 英文名称: (4,5,6,7,8,9-D-glycero-D-galacto-hexahydroxynon-1-en-2-yl)phosphonic acid
• CAS: 189688-51-5
• 化学式: C₉H₁₉O₉P
• 分子量: 302.218
• InChiKey: FZGFEVQYJAISSD-XDQCBXAXSA-N

物化性质

• 沸点：
  746.4±70.0 °C(Predicted)
• 密度：
  1.697±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.14
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  178.91
• 氢给体数：
  8.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4,5,6,7,8,9-D-glycero-D-galacto-hexahydroxynon-1-en-2-yl)phosphonic acid 在 二甲基硫 、 臭氧 作用下， 生成 2-deoxy-D-glycero-D-galacto-β-octopyranosono-1-phosphonic acid
  参考文献：
  名称：

  Synthesis of Phosphonic Acid Analogues of Sialic Acids (Neu5Ac and KDN) as Potential Sialidase Inhibitors

  摘要：

  Five phosphonic acid analogues of N-acetylneuraminic acid (Neu5Ac) and 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) have been synthesized. The synthesis was accomplished using an indium-mediated coupling of N-acetylmannosamine or mannose with dimethyl (3-bromopropen-2-yl)phosphonate in aqueous media, The potential of these phosphonate acid analogues of sialic acids as sialidase inhibitors was evaluated and found to show moderate biological acitivities.

  DOI：

  10.1021/jo961891p
• 作为产物：
  描述：

  dimethyl (4,5,6,7,8,9-D-glycero-D-galacto-hexahydroxynon-1-en-2-yl)phosphonate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以100%的产率得到(4,5,6,7,8,9-D-glycero-D-galacto-hexahydroxynon-1-en-2-yl)phosphonic acid
  参考文献：
  名称：

  Synthesis of Phosphonic Acid Analogues of Sialic Acids (Neu5Ac and KDN) as Potential Sialidase Inhibitors

  摘要：

  Five phosphonic acid analogues of N-acetylneuraminic acid (Neu5Ac) and 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) have been synthesized. The synthesis was accomplished using an indium-mediated coupling of N-acetylmannosamine or mannose with dimethyl (3-bromopropen-2-yl)phosphonate in aqueous media, The potential of these phosphonate acid analogues of sialic acids as sialidase inhibitors was evaluated and found to show moderate biological acitivities.

  DOI：

  10.1021/jo961891p