DL-1,3,5-tri-O-benzoyl-scyllo-inositol 2,4,6-tris(diethyl phosphonate) | 260560-26-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: DL-1,3,5-tri-O-benzoyl-scyllo-inositol 2,4,6-tris(diethyl phosphonate)
• CAS: 260560-26-7
• 化学式: C₃₉H₅₁O₁₈P₃
• 分子量: 900.744
• InChiKey: LGOAYLJTADBFAU-IZAJMPJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.38
• 重原子数：
  60.0
• 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：
  213.18
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  DL-1,3,5-tri-O-benzoyl-scyllo-inositol 2,4,6-tris(diethyl phosphonate) 在 三甲基溴硅烷 、 lithium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以93%的产率得到sodium salt of scyllo-inositol 1,3,5-triphosphate
  参考文献：
  名称：

  Synthesis of all possible regioisomers of scyllo-Inositol phosphate

  摘要：

  scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00183-2
• 作为产物：
  描述：

  DL-1-O-benzoyl-2,3,4,5-tetra-O-benzyl-scyllo-inositol 在 palladium dihydroxide 吡啶 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0~100.0 ℃ 、344.74 kPa 条件下， 反应 68.0h， 生成 DL-1,3,5-tri-O-benzoyl-scyllo-inositol 2,4,6-tris(diethyl phosphonate)
  参考文献：
  名称：

  Synthesis of all possible regioisomers of scyllo-Inositol phosphate

  摘要：

  scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00183-2