(1R)-3-phenyl-1-(3-((7-tert-butoxy-7-oxoheptanyl)oxy)phenyl)propan-1-ol | 152754-52-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1R)-3-phenyl-1-(3-((7-tert-butoxy-7-oxoheptanyl)oxy)phenyl)propan-1-ol
• 英文别名: (1R)-3-phenyl-1-{3-[(7-tert-butoxy-7-oxoheptanyl)oxy]phenyl}propan-1-ol；tert-butyl 7-[3-[(1R)-1-hydroxy-3-phenylpropyl]phenoxy]heptanoate
• CAS: 152754-52-4
• 化学式: C₂₆H₃₆O₄
• 分子量: 412.569
• InChiKey: QXCNNNKKFBUBDU-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R)-3-phenyl-1-(3-((7-tert-butoxy-7-oxoheptanyl)oxy)phenyl)propan-1-ol 在 4-二甲氨基吡啶 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 27.0h， 生成 (2R,5S)-13,13-dimethyl-2-(2-phenylethyl)-3,15,23-trioxa-10-azatricyclo[22.3.1.05,10]octacosa-1(28),24,26-triene-4,11,12,16-tetrone
  参考文献：
  名称：

  Design, synthesis, and kinetic evaluation of high-affinity FKBP ligands and the X-ray crystal structures of their complexes with FKBP12

  摘要：

  The design and synthesis of high-affinity FKBP12 ligands is described. These compounds potently inhibit the cis-trans-peptidylprolyl isomerase (rotamase) activity catalyzed by FKBP12 with inhibition constants (K(i,app)) as low as 1 nM, yet they possess remarkable structural simplicity relative to FK506 and rapamycin, from which they are conceptually derived. The atomic structures of three FKBP12-ligand complexes and of one unbound ligand were determined by X-ray crystallography and are compared to the FKBP12-FK506 and FKBP12-rapamycin complexes.

  DOI：

  10.1021/ja00075a008
• 作为产物：
  描述：

  tert-butyl 7-bromoheptanoate 、 以 二甲基亚砜 为溶剂， 生成 (1R)-3-phenyl-1-(3-((7-tert-butoxy-7-oxoheptanyl)oxy)phenyl)propan-1-ol
  参考文献：
  名称：

  Design, synthesis, and kinetic evaluation of high-affinity FKBP ligands and the X-ray crystal structures of their complexes with FKBP12

  摘要：

  The design and synthesis of high-affinity FKBP12 ligands is described. These compounds potently inhibit the cis-trans-peptidylprolyl isomerase (rotamase) activity catalyzed by FKBP12 with inhibition constants (K(i,app)) as low as 1 nM, yet they possess remarkable structural simplicity relative to FK506 and rapamycin, from which they are conceptually derived. The atomic structures of three FKBP12-ligand complexes and of one unbound ligand were determined by X-ray crystallography and are compared to the FKBP12-FK506 and FKBP12-rapamycin complexes.

  DOI：

  10.1021/ja00075a008

文献信息

• Synthetic Multimerizing Agents
  申请人：Holt Dennis A.

  公开号：US20120130076A1

  公开（公告）日：2012-05-24

  New compounds are disclosed for multimerizing immunophilins and proteins containing immunophilin or immunophilin-related domains. The compounds are of the formula M-L-Q where M is a synthetic ligand for an FKBP protein.

  新化合物被披露用于多聚免疫蛋白和含有免疫蛋白或免疫蛋白相关域的蛋白质。这些化合物的化学式为M-L-Q，其中M是FKBP蛋白的合成配体。
• US8436183B2
  申请人：——

  公开号：US8436183B2

  公开（公告）日：2013-05-07