2,2-trimethylene-5-fluoropentan-1-ol | 433219-84-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 2,2-trimethylene-5-fluoropentan-1-ol
• 英文别名: [1-(3-Fluoropropyl)cyclobutyl]methanol
• CAS: 433219-84-2
• 化学式: C₈H₁₅FO
• 分子量: 146.205
• InChiKey: YEUMVJGOLLPVMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-trimethylene-5-fluoropentan-1-ol 在 2,6-二甲基吡啶 、 草酰氯 、 magnesium 、 二甲基亚砜 、 三乙胺 、 mercury dichloride 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.84h， 生成 tert-Butyl-{1-[1-(3-fluoro-propyl)-cyclobutyl]-but-3-ynyloxy}-dimethyl-silane
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8
• 作为产物：
  描述：

  2-(1-Allyl-cyclobutylmethoxy)-tetrahydro-pyran 在 吡啶 、 硼烷四氢呋喃络合物 、 四丁基氟化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 7.5h， 生成 2,2-trimethylene-5-fluoropentan-1-ol
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8