2-(3-fluoropropyl)-1-hydroxy-4-(methoxymethoxy)benzene | 658704-25-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3-fluoropropyl)-1-hydroxy-4-(methoxymethoxy)benzene
• 英文别名: 2-(3-Fluoropropyl)-4-(methoxymethoxy)phenol
• CAS: 658704-25-7
• 化学式: C₁₁H₁₅FO₃
• 分子量: 214.237
• InChiKey: ASKLXWNNJLPYFW-UHFFFAOYSA-N

物化性质

• 沸点：
  335.8±42.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 2-(3-fluoropropyl)-1-hydroxy-4-(methoxymethoxy)benzene 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以92%的产率得到2-(3-fluoropropyl)-4-(methoxymethoxy)-1-(trifluoromethanesulfonyloxy)benzene
  参考文献：
  名称：

  Synthesis and binding affinities of fluoroalkylated raloxifenes

  摘要：

  Three fluoroalkylated derivatives (1-3) of the selective estrogen receptor modulator (SERM), raloxifene, have been synthesized. The key step in the synthesis is the C-C bond formation of benzo[b]thiophene and a substituted phenyl group (ring C) using a Stille reaction. The in vitro binding affinities of the substituted raloxifenes 1-3 are 45, 60, 89%, respectively, relative to the affinity of estradiol, which is higher than the affinity of raloxifene itself (25%). When labeled with the positron-emitting radio-nuclide, these compounds might be useful as PET imaging agents for estrogen receptor-positive breast tumors. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00362-6
• 作为产物：
  描述：

  1-allyloxy-4-(methoxymethoxy)benzene 在 硼烷四氢呋喃络合物 、 二乙胺基三氟化硫 、 N,N-二甲基苯胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(3-fluoropropyl)-1-hydroxy-4-(methoxymethoxy)benzene
  参考文献：
  名称：

  Synthesis and binding affinities of fluoroalkylated raloxifenes

  摘要：

  Three fluoroalkylated derivatives (1-3) of the selective estrogen receptor modulator (SERM), raloxifene, have been synthesized. The key step in the synthesis is the C-C bond formation of benzo[b]thiophene and a substituted phenyl group (ring C) using a Stille reaction. The in vitro binding affinities of the substituted raloxifenes 1-3 are 45, 60, 89%, respectively, relative to the affinity of estradiol, which is higher than the affinity of raloxifene itself (25%). When labeled with the positron-emitting radio-nuclide, these compounds might be useful as PET imaging agents for estrogen receptor-positive breast tumors. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00362-6