1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose | 216770-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose
• CAS: 216770-51-3
• 化学式: C₁₈H₂₇O₁₀P
• 分子量: 434.38
• InChiKey: NOJCHZXCWJMZHM-FUHWJXTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  29.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  148.82
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose 在 10% palladium on active carbon 氢气 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 49.0h， 生成 5-[((2S,3S)-3,4-Dihydroxy-4-hydroxymethyl-5-oxo-tetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryloxy]-pentanoic acid methyl ester
  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
• 作为产物：
  描述：

  在 盐酸 、 sodium carbonate 、 三乙胺 、 碘甲烷 作用下， 以 phosphate buffer 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 26.5h， 生成 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose
  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