4-Oxo-pentanoic acid (3R,4S,5R)-2,4,5-tris-(4-oxo-pentanoyloxy)-tetrahydro-pyran-3-yl ester | 244022-35-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-Oxo-pentanoic acid (3R,4S,5R)-2,4,5-tris-(4-oxo-pentanoyloxy)-tetrahydro-pyran-3-yl ester
• CAS: 244022-35-3
• 化学式: C₂₅H₃₄O₁₃
• 分子量: 542.537
• InChiKey: KIIWREMPPGWCOI-NEDOHDNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  38.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  182.71
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  4-Oxo-pentanoic acid (3R,4S,5R)-2,4,5-tris-(4-oxo-pentanoyloxy)-tetrahydro-pyran-3-yl ester 在 silver trifluoromethanesulfonate 、 乙酸肼 、 四氯化钛 、 二正丁基氧化锡 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 N-benzyloxycarbonyl-O-(3-O-acetyl-4-O-chloroacetyl-2-O-dibenzyloxyphosphinyl-β-D-xylopyranosyl)-L-serine benzyl ester
  参考文献：
  名称：

  Stereoselective syntheses of phosphorylated and sulfated glycosyl serines in glycosaminoglycan for biological probes

  摘要：

  Phosphorylated glycosyl serines of glycosaminoglycan with/without sulfate: beta-D-Xyl(2P)-Ser (1) and beta-D-Gal(+/-6S)-(1-->4)-beta-D-Xyl(2P)-Ser (2, 3) were suitably designed for biological probes. These oligosaccharides were synthesized in a stereocontrolled manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00300-5
• 作为产物：
  描述：

  D-吡喃木糖 、 乙酰丙酸酐 在 4-二甲氨基吡啶 作用下， 以86%的产率得到4-Oxo-pentanoic acid (3R,4S,5R)-2,4,5-tris-(4-oxo-pentanoyloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Stereoselective syntheses of phosphorylated and sulfated glycosyl serines in glycosaminoglycan for biological probes

  摘要：

  Phosphorylated glycosyl serines of glycosaminoglycan with/without sulfate: beta-D-Xyl(2P)-Ser (1) and beta-D-Gal(+/-6S)-(1-->4)-beta-D-Xyl(2P)-Ser (2, 3) were suitably designed for biological probes. These oligosaccharides were synthesized in a stereocontrolled manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00300-5