(S)-piperidine-1,2-dicarboxylic acid 2-[(R)-1-[3-(tert-butyl-dimethyl-silanoxy)-phenyl]-3-(3,4-dimethoxy-phenyl)-propyl] ester 1-(9H-fluoren-9-yl)methyl ester | 1013621-71-0

• 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: (S)-piperidine-1,2-dicarboxylic acid 2-[(R)-1-[3-(tert-butyl-dimethyl-silanoxy)-phenyl]-3-(3,4-dimethoxy-phenyl)-propyl] ester 1-(9H-fluoren-9-yl)methyl ester
• CAS: 1013621-71-0
• 化学式: C₄₄H₅₃NO₇Si
• 分子量: 735.993
• InChiKey: HHZAVLRTWXBPLF-ZESVVUHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.11
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.53
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-piperidine-1,2-dicarboxylic acid 2-[(R)-1-[3-(tert-butyl-dimethyl-silanoxy)-phenyl]-3-(3,4-dimethoxy-phenyl)-propyl] ester 1-(9H-fluoren-9-yl)methyl ester 在 哌啶 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 以85%的产率得到(S)-piperidine-2-carboxylic acid (R)-1[(3-tert-butyl-dimethyl-silanoxy)-phenyl]-3-(3,4-dimethyl-phenyl)-propyl ester
  参考文献：
  名称：

  Synthesis and analysis of stabilizing ligands for FKBP-derived destabilizing domains

  摘要：

  We recently identified mutants of the human FKBP12 protein that are unstable and rapidly degraded when expressed in mammalian cells. We call these FKBP mutants destabilizing domains (DDs), because their instability is conferred to any protein fused to the DDs. A cell-permeable ligand binds tightly to the DDs and prevents their degradation, thus providing small molecule control over intracellular protein levels. We now report the synthesis and functional characterization of a stabilizing ligand called Shield-2. The synthesis of Shield-2 is efficient, and this ligand binds to the FKBP(F36V) protein with a dissociation constant of 29 nM. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.044
• 作为产物：
  描述：

  (R)-1-(3-((tert-butyldimethylsilyl)oxy)phenyl)-3-(3,4-dimethoxyphenyl)propan-1-ol 、 (2R)-1-[(9H-芴-9-甲氧基)羰基]哌啶-2-甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 23.0h， 以84%的产率得到(S)-piperidine-1,2-dicarboxylic acid 2-[(R)-1-[3-(tert-butyl-dimethyl-silanoxy)-phenyl]-3-(3,4-dimethoxy-phenyl)-propyl] ester 1-(9H-fluoren-9-yl)methyl ester
  参考文献：
  名称：

  Synthesis and analysis of stabilizing ligands for FKBP-derived destabilizing domains

  摘要：

  We recently identified mutants of the human FKBP12 protein that are unstable and rapidly degraded when expressed in mammalian cells. We call these FKBP mutants destabilizing domains (DDs), because their instability is conferred to any protein fused to the DDs. A cell-permeable ligand binds tightly to the DDs and prevents their degradation, thus providing small molecule control over intracellular protein levels. We now report the synthesis and functional characterization of a stabilizing ligand called Shield-2. The synthesis of Shield-2 is efficient, and this ligand binds to the FKBP(F36V) protein with a dissociation constant of 29 nM. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.044