(R)-2-((2S,3S,4S,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)-3-phenylthiazolidin-4-one | 1330181-20-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-((2S,3S,4S,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)-3-phenylthiazolidin-4-one
• 英文别名: (2R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-phenyl-1,3-thiazolidin-4-one
• CAS: 1330181-20-8
• 化学式: C₁₄H₁₇NO₅S
• 分子量: 311.359
• InChiKey: NFRVIIMYFOECRT-QKGWFMCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  巯基乙酸 、 苯胺 、 2,5-脱水-d-甘露糖 以 乙醇 为溶剂， 反应 0.5h， 以14%的产率得到(S)-2-((2S,3S,4S,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)-3-phenylthiazolidin-4-one
  参考文献：
  名称：

  Synthesis of C-Pseudonucleosides Bearing Thiazolidin-4-one as a Novel Potential Immunostimulating Agent

  摘要：

  Several novel C-pseudonucleosides bearing thiazolidin-4-one were synthesized by one-pot three-component condensation using unprotected sugar aldehyde at room temperature, and their effects on T cells, B cells, the cytokine secretion of IL-2, IL-4, and IFN-gamma, T cell-associated molecules (CD3, CD4, CD8), and B cell-associated molecules (CD 19) were first evaluated. The experimental data demonstrated that such thiazolidin-4-one C-pseudonucleosides hold potential as immunostimulating agents.

  DOI：

  10.1021/ml200155k

文献信息

• Synthesis of <i>C</i>-Pseudonucleosides Bearing Thiazolidin-4-one as a Novel Potential Immunostimulating Agent
  作者：Hua Chen、Qingmei Yin、Chunxiao Li、Enkai Wang、Fang Gao、Xiaobo Zhang、Zhi Yin、Sinan Wei、Xiaoliu Li、Ming Meng、Pingzhu Zhang、Na Li、Jinchao Zhang

  DOI：10.1021/ml200155k

  日期：2011.11.10

  Several novel C-pseudonucleosides bearing thiazolidin-4-one were synthesized by one-pot three-component condensation using unprotected sugar aldehyde at room temperature, and their effects on T cells, B cells, the cytokine secretion of IL-2, IL-4, and IFN-gamma, T cell-associated molecules (CD3, CD4, CD8), and B cell-associated molecules (CD 19) were first evaluated. The experimental data demonstrated that such thiazolidin-4-one C-pseudonucleosides hold potential as immunostimulating agents.