methyl α-L-erythro-pent-2-ulofuranoside | 53756-34-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl α-L-erythro-pent-2-ulofuranoside
• 英文别名: Methyl-α-L-erythro-pentulofuranosid；alpha-L-erythro-2-pentulofuranoside, methyl；(2R,3S,4S)-2-(hydroxymethyl)-2-methoxyoxolane-3,4-diol
• CAS: 53756-34-6
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: NYOMYVSBWQTWNT-HCWXCVPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl α-L-erythro-pent-2-ulofuranoside 在 盐酸 、 三氟化硼乙醚 、 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 1,3,4-tri-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal
  参考文献：
  名称：

  Synthesis of Protein Conjugates of 2-Carboxy-L-Arabinitol 5-Phosphate and 2-Carboxy-L-Ribitol 5-Phosphate

  摘要：

  The synthesis of 5-O-[5-(pentanoic acid)]-phosphono-L-erythro-pent-2-ulose 2 was successfully achieved by coupling benzyl 5-hydroxypentanoate 9b and 1-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 13 with the enediol pyrophosphate 18. Compound 2 was coupled to carrier proteins, porcine thyroglobuline and bovine serum albumin and the conjugates were treated with KCN to give conjugates of the hapten 1, designed to raise catalytic antibodies.

  DOI：

  10.1080/07328309808001895

文献信息

• Synthesis of Protein Conjugates of 2-Carboxy-L-Arabinitol 5-Phosphate and 2-Carboxy-L-Ribitol 5-Phosphate
  作者：Nelly Gourlaouën、Dominique Florentin、Andrée Marquet

  DOI：10.1080/07328309808001895

  日期：1998.11

  The synthesis of 5-O-[5-(pentanoic acid)]-phosphono-L-erythro-pent-2-ulose 2 was successfully achieved by coupling benzyl 5-hydroxypentanoate 9b and 1-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 13 with the enediol pyrophosphate 18. Compound 2 was coupled to carrier proteins, porcine thyroglobuline and bovine serum albumin and the conjugates were treated with KCN to give conjugates of the hapten 1, designed to raise catalytic antibodies.