1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal | 216770-22-8

• 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: 1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal
• CAS: 216770-22-8
• 化学式: C₃₇H₄₆NO₉PS₂
• 分子量: 743.879
• InChiKey: XMYZTOBOFJJXGF-ACBHGETPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.97
• 重原子数：
  50.0
• 可旋转键数：
  24.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  122.54
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以80%的产率得到1,3,4-tri-O-benzyl-5-O[1-(4-methoxycarbonylbutyl)]-phosphono-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
• 作为产物：
  描述：

  5-羟基戊酸甲酯 在 四氮唑 、 碘 作用下， 以 四氢呋喃 、 吡啶 、 水 、 乙腈 为溶剂， 反应 3.0h， 生成 1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-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