[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 8-[(1S,2R)-2-hexylcyclopropyl]octanoate | 151707-31-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 8-[(1S,2R)-2-hexylcyclopropyl]octanoate
• CAS: 151707-31-2
• 化学式: C₂₃H₄₂O₄
• 分子量: 382.584
• InChiKey: OKPATGYQSPFYIQ-QHAWAJNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 8-[(1S,2R)-2-hexylcyclopropyl]octanoate 生成 sodium 1-O-<(9'S,10'R)-9',10'-methanohexadecanoyl>-sn-glycerol 2,3-cyclic phosphate
  参考文献：
  名称：

  Synthesis of 1-O-acylglycerol 2,3-cyclic phosphate: Determination of the absolute structure of PHYLPA, a specific inhibitor of DNA polymerase α

  摘要：

  Four possible stereoisomers of PHYLPA, a specific inhibitor of DNA polymerase alpha, were synthesized in enantioselective manners. These isomers were examined for inhibition activity for DNA polymerase alpha, and the structure of PHYLPA was established as sodium 1-O-[(9'S, 10'R)-9',10'-methanohexadecanoyl]-sn-glycerol 2,3-cyclic phosphate.

  DOI：

  10.1016/s0040-4039(00)60612-3
• 作为产物：
  描述：

  顺-1,2-环丙烷二羧酸二甲酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 sodium acetate 、 potassium diazodicarboxylate 、 二异丁基氢化铝 、 dimsyl sodium 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 28.0h， 生成 [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 8-[(1S,2R)-2-hexylcyclopropyl]octanoate
  参考文献：
  名称：

  Synthesis of 1-O-acylglycerol 2,3-cyclic phosphate: Determination of the absolute structure of PHYLPA, a specific inhibitor of DNA polymerase α

  摘要：

  Four possible stereoisomers of PHYLPA, a specific inhibitor of DNA polymerase alpha, were synthesized in enantioselective manners. These isomers were examined for inhibition activity for DNA polymerase alpha, and the structure of PHYLPA was established as sodium 1-O-[(9'S, 10'R)-9',10'-methanohexadecanoyl]-sn-glycerol 2,3-cyclic phosphate.

  DOI：

  10.1016/s0040-4039(00)60612-3

文献信息

• Synthesis of 1-O-acylglycerol 2,3-cyclic phosphate: Determination of the absolute structure of PHYLPA, a specific inhibitor of DNA polymerase α
  作者：Susumu Kobayashi、Ryosuke Tokunoha、Masakatsu Shibasaki、Rumi Shinagawa、Kimiko Murakami-Murofushi

  DOI：10.1016/s0040-4039(00)60612-3

  日期：1993.6

  Four possible stereoisomers of PHYLPA, a specific inhibitor of DNA polymerase alpha, were synthesized in enantioselective manners. These isomers were examined for inhibition activity for DNA polymerase alpha, and the structure of PHYLPA was established as sodium 1-O-[(9'S, 10'R)-9',10'-methanohexadecanoyl]-sn-glycerol 2,3-cyclic phosphate.