N-FMOC-3-羟基哌啶 | 1072502-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: N-FMOC-3-羟基哌啶
• 中文别名: 3-羟基-1-哌啶羧酸9H-芴-9-基甲酯；N-fmoc-3-羟基哌啶
• 英文名称: (9H-fluoren-9-yl)methyl 3-hydroxypiperidine-1-carboxylate
• 英文别名: 9H-fluoren-9-ylmethyl 3-hydroxypiperidine-1-carboxylate
• CAS: 1072502-05-6
• 化学式: C₂₀H₂₁NO₃
• mdl: MFCD04974368
• 分子量: 323.392
• InChiKey: UPMBUSIITKEKOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为产物：
  描述：

  3-羟基哌啶 、 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N-FMOC-3-羟基哌啶
  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