1-Fmoc-4-(hydroxymethyl)piperidine | 1072502-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1-Fmoc-4-(hydroxymethyl)piperidine
• 英文别名: 9H-fluoren-9-ylmethyl 4-(hydroxymethyl)piperidine-1-carboxylate
• CAS: 1072502-03-4
• 化学式: C₂₁H₂₃NO₃
• mdl: MFCD02094489
• 分子量: 337.419
• InChiKey: YYTSXYVXBGQKCP-UHFFFAOYSA-N

物化性质

• 沸点：
  519.3±23.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Acetoxymethyl-2-(benzyloxycarbonylamino)-acetamide 、 1-Fmoc-4-(hydroxymethyl)piperidine 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60.5 %的产率得到
  参考文献：
  名称：

  [EN] LIGAND-DRUG CONJUGATE OF CAMPTOTHECIN ANALOGS, INTERMEDIATES, PREPARATION METHOD THEREFOR, PHARMACEUTICAL COMPOSITION AND APPLICATION THEREOF
  [FR] CONJUGUÉ LIGAND-MÉDICAMENT D'ANALOGUES DE CAMPTOTHÉCINE, INTERMÉDIAIRES, SON PROCÉDÉ DE PRÉPARATION, COMPOSITION PHARMACEUTIQUE ET SON APPLICATION

  摘要：

  Provided are conjugates of novel camptothecin analogs with a cell binding molecule of formula (I). It also provides methods of making the conjugates of camptothecin analogs to a cell-binding agent, as well as methods of application the conjugates in targeted treating of cancer.

  公开号：

  WO2023207773A1
• 作为产物：
  描述：

  4-哌啶甲醇 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 以96%的产率得到1-Fmoc-4-(hydroxymethyl)piperidine
  参考文献：
  名称：

  Efficient loading of primary alcohols onto a solid phase using a trityl bromide linker

  摘要：

  The Letter describes an improved, rapid and mild strategy for the loading of primary alcohols onto a polystyrene trityl resin via a highly reactive trityl bromide linker. This protocol facilitates an efficient resin loading even of acid-sensitive or heat-labile alcohols, which otherwise require expensive or non-commercial resin types. Secondary alcohols were only attached in moderate to low yields, while attempts to load a tertiary alcohol expectedly failed. Importantly, selective attachment of diols via a primary alcohol group in the presence of more hindered alcohol groups proved possible. The effects of activation time and reagent excess as well as alcohol structure were investigated. This improved method provides a convenient access to O-linked resin-bound N-Fmoc-protected amino alcohols that may be employed in SPS of peptides with C-terminal alcohol functionalities. In the case of a sensitive alcohol containing an activated aziridine functionality, the use of the trityl bromide linker proved superior to a recently described silver triflate-assisted trityl chloride resin-based Procedure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.130

文献信息

• [EN] LIBRARIES OF DIVERSE MACROCYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] BIBLIOTHÈQUES DE DIVERS COMPOSÉS MACROCYCLIQUES, LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：CYCLENIUM PHARMA INC

  公开号：WO2017197488A1

  公开（公告）日：2017-11-23

  The present disclosure relates to novel macrocyclic compounds and libraries thereof that are useful as research tools for drug discovery efforts. This disclosure also relates to methods of preparing these compounds and libraries and methods of using these libraries, such as in high throughput screening. In particular, these libraries are useful for evaluation of bioactivity at existing and newly identified pharmacologically relevant targets, including G protein-coupled receptors, nuclear receptors, enzymes, ion channels, transporters, transcription factors, protein-protein interactions and nucleic acid-protein interactions. As such, these libraries can be applied to the search for new pharmaceutical agents for the treatment and prevention of a range of medical conditions.
• Efficient loading of primary alcohols onto a solid phase using a trityl bromide linker
  作者：François Crestey、Lars K. Ottesen、Jerzy W. Jaroszewski、Henrik Franzyk

  DOI：10.1016/j.tetlet.2008.07.130

  日期：2008.10

  The Letter describes an improved, rapid and mild strategy for the loading of primary alcohols onto a polystyrene trityl resin via a highly reactive trityl bromide linker. This protocol facilitates an efficient resin loading even of acid-sensitive or heat-labile alcohols, which otherwise require expensive or non-commercial resin types. Secondary alcohols were only attached in moderate to low yields, while attempts to load a tertiary alcohol expectedly failed. Importantly, selective attachment of diols via a primary alcohol group in the presence of more hindered alcohol groups proved possible. The effects of activation time and reagent excess as well as alcohol structure were investigated. This improved method provides a convenient access to O-linked resin-bound N-Fmoc-protected amino alcohols that may be employed in SPS of peptides with C-terminal alcohol functionalities. In the case of a sensitive alcohol containing an activated aziridine functionality, the use of the trityl bromide linker proved superior to a recently described silver triflate-assisted trityl chloride resin-based Procedure. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] LIGAND-DRUG CONJUGATE OF CAMPTOTHECIN ANALOGS, INTERMEDIATES, PREPARATION METHOD THEREFOR, PHARMACEUTICAL COMPOSITION AND APPLICATION THEREOF<br/>[FR] CONJUGUÉ LIGAND-MÉDICAMENT D'ANALOGUES DE CAMPTOTHÉCINE, INTERMÉDIAIRES, SON PROCÉDÉ DE PRÉPARATION, COMPOSITION PHARMACEUTIQUE ET SON APPLICATION
  申请人：[en]SHANGHAI MICURX PHARMACEUTICAL CO., LTD.

  公开号：WO2023207773A1

  公开（公告）日：2023-11-02

  Provided are conjugates of novel camptothecin analogs with a cell binding molecule of formula (I). It also provides methods of making the conjugates of camptothecin analogs to a cell-binding agent, as well as methods of application the conjugates in targeted treating of cancer.