(R)-1,1-dimethylethyl [3-[1-hydroxy-3-(trimethoxyphenyl)propyl]phenoxy]acetate | 178445-90-4

• 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: (R)-1,1-dimethylethyl [3-[1-hydroxy-3-(trimethoxyphenyl)propyl]phenoxy]acetate
• 英文别名: tert-butyl (R)-2-(3-(1-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl)phenoxy)acetate；(1R)-3-(3,4,5-Trimethoxyphenyl)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-propan-1-ol；tert-butyl 2-[3-[(1R)-1-hydroxy-3-(3,4,5-trimethoxyphenyl)propyl]phenoxy]acetate
• CAS: 178445-90-4
• 化学式: C₂₄H₃₂O₇
• 分子量: 432.514
• InChiKey: JDVCUXRWVLYGDT-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-1,1-dimethylethyl [3-[1-hydroxy-3-(trimethoxyphenyl)propyl]phenoxy]acetate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-[3-[(1R)-1-[(2S)-1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carbonyl]oxy-3-(3,4,5-trimethoxyphenyl)propyl]phenoxy]acetic acid
  参考文献：
  名称：

  Synthesis and activity of bivalent FKBP12 ligands for the regulated dimerization of proteins

  摘要：

  The total synthesis and in vitro activities of a series of chemical inducers of dimerization (CIDs) is described. The use of small-molecule CIDs to control the dimerization of engineered FKBP12-containing fusion proteins has been demonstrated to have broad utility in biological research as well as potential medical applications in gene and cell therapies. The facility and flexibility of preparation make this new class of wholly synthetic compounds exceptionally versatile tools for the study of intracellular signaling events mediated by protein-protein interactions or protein localization. While some congeners possess potency comparable to or better than the first generation natural product-derived CID, FK1012, structure-activity relationships are complex and underscore the need for application-specific compound optimizations. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00125-4
• 作为产物：
  描述：

  (E)-1-(3-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 在 (+)-diisopinocampheylchloroborane 、 palladium on activated carbon 、 氢气 、 potassium carbonate 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 正庚烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -20.0~20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 (R)-1,1-dimethylethyl [3-[1-hydroxy-3-(trimethoxyphenyl)propyl]phenoxy]acetate
  参考文献：
  名称：

  RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF

  摘要：

  本公开提供了受免疫蛋白配体家族FK506和雷帕霉素天然产物启发的大环化合物。生成包含FK506和雷帕霉素结合结构域的Rapafucin大环化合物库，应具有作为治疗疾病新药的潜力。

  公开号：

  US20210094933A1

文献信息

• Synthetic multimerizing agents
  申请人：——

  公开号：US20030036654A1

  公开（公告）日：2003-02-20

  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

  本发明披露了一种用于多聚免疫蛋白和含有免疫蛋白或免疫蛋白相关结构域的蛋白质的新化合物。该化合物的公式为M—L—Q，其中M是FKBP蛋白的合成配体。
• 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。
• Rapafucin derivative compounds and methods of use thereof
  申请人：The Johns Hopkins University

  公开号：US11066416B2

  公开（公告）日：2021-07-20

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.

  本公开提供了受天然产物 FK506 和雷帕霉素的免疫嗜蛋白配体家族启发的大环化合物。由含有 FK506 和雷帕霉素结合结构域的大环化合物组成的雷帕霉素库，作为开发用于治疗疾病的药物的新线索，具有巨大的潜力。
• NEW MULTIMERIZING AGENTS
  申请人：ARIAD GENE THERAPEUTICS, INC.

  公开号：EP0776327B1

  公开（公告）日：2005-07-06
• SYNTHETIC DERIVATIVES OF RAPAMYCIN AS MULTIMERIZING AGENTS FOR CHIMERIC PROTEINS WITH IMMUNOPHILIN-DERIVED DOMAINS
  申请人：ARIAD Pharmaceuticals, Inc

  公开号：EP0888303B1

  公开（公告）日：2010-04-21