(R)-1,1-dimethylethyl [3-[3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]phenoxy]acetate | 178445-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-1,1-dimethylethyl [3-[3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]phenoxy]acetate
• 英文别名: tert-butyl 2-[3-[(1R)-3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]phenoxy]acetate
• CAS: 178445-91-5
• 化学式: C₂₂H₂₆O₆
• 分子量: 386.445
• InChiKey: HQIGIOQDAIDFJN-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-1,1-dimethylethyl [3-[3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]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 (S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-3-benzo[1,3]dioxol-5-yl-1-(3-carboxymethoxy-phenyl)-propyl ester
  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：

  (2E)-3-(1,3-benzodioxol-5-yl)-1-(3-hydroxyphenyl)prop-2-en-1-one 在 Lindlar's catalyst 氢气 、 sodium hydride 、 (+)-二异松蒎基氯硼烷 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， -20.0~5.0 ℃ 、344.74 kPa 条件下， 反应 6.25h， 生成 (R)-1,1-dimethylethyl [3-[3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]phenoxy]acetate
  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

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。
• 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
• US6133456A
  申请人：——

  公开号：US6133456A

  公开（公告）日：2000-10-17