1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal | 216770-46-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal
• CAS: 216770-46-6
• 化学式: C₂₄H₃₇O₁₀PS₂
• 分子量: 580.658
• InChiKey: NCVSDDMMPABGMO-IKOQJYTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  37.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137.82
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 在 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以65%的产率得到1-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：

  在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 7.5h， 生成 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-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