1,5-bis-[(4-methoxyphenyl)-diphenylmethoxy]-pentan-3-ol | 552308-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,5-bis-[(4-methoxyphenyl)-diphenylmethoxy]-pentan-3-ol
• CAS: 552308-00-6
• 化学式: C₄₅H₄₄O₅
• 分子量: 664.841
• InChiKey: QOFMVNIKRZMJCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.16
• 重原子数：
  50.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,5-bis-[(4-methoxyphenyl)-diphenylmethoxy]-pentan-3-ol 在 正丁基锂 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 2-fluoro-5-[(4-methoxyphenyl)diphenylmethoxy]-3-{2-[(4-methoxyphenyl)diphenyl-methoxy]ethyl}-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Incorporation into PNA of Fluorinated Olefinic PNA (F-OPA) Monomers

  摘要：

  [GRAPHIC]A fluorinated OPA monomer containing the base thymine ((Z)-t-F-OPA) was synthesized in 12 steps, featuring a highly selective allylic over homoallylic Mitsunobu substitution for the introduction of the nucleobase. F-OPA modified PNA decamers were prepared by the MMTr/acyl protection strategy. The thermal stability of duplexes of PNA decamers containing (2)-t-F-OPA units with antiparallel complementary DNA was measured. We found a strong dependence of stability from the sequential position of the (2)-t-F-OPA units, ranging from DeltaT(m) of +2.4 to -8.1 degreesC/modification relative to unmodified PNA.

  DOI：

  10.1021/ol034579s
• 作为产物：
  描述：

  1,3,5-戊三醇 、 4-甲氧基三苯基氯甲烷 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 以82%的产率得到1,5-bis-[(4-methoxyphenyl)-diphenylmethoxy]-pentan-3-ol
  参考文献：
  名称：

  Synthesis and Incorporation into PNA of Fluorinated Olefinic PNA (F-OPA) Monomers

  摘要：

  [GRAPHIC]A fluorinated OPA monomer containing the base thymine ((Z)-t-F-OPA) was synthesized in 12 steps, featuring a highly selective allylic over homoallylic Mitsunobu substitution for the introduction of the nucleobase. F-OPA modified PNA decamers were prepared by the MMTr/acyl protection strategy. The thermal stability of duplexes of PNA decamers containing (2)-t-F-OPA units with antiparallel complementary DNA was measured. We found a strong dependence of stability from the sequential position of the (2)-t-F-OPA units, ranging from DeltaT(m) of +2.4 to -8.1 degreesC/modification relative to unmodified PNA.

  DOI：

  10.1021/ol034579s