(2-Hydroxy-5-hydroxymethyl-benzyl)-pentyl-carbamic acid tert-butyl ester | 369366-13-2

• 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: (2-Hydroxy-5-hydroxymethyl-benzyl)-pentyl-carbamic acid tert-butyl ester
• CAS: 369366-13-2
• 化学式: C₁₈H₂₉NO₄
• 分子量: 323.433
• InChiKey: VRLPGAPAEZAVEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2-Hydroxy-5-hydroxymethyl-benzyl)-pentyl-carbamic acid tert-butyl ester 在 4-二甲氨基吡啶 、 sodium hydroxide 、 达卡巴嗪 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-acetoxy-3-[(tert-butoxycarbonyl-pentyl-amino)-methyl]-benzyl ester
  参考文献：
  名称：

  A new bio-compatible pH cleavable linker for solid-phase synthesis of a squalamine analogue

  摘要：

  Linkers that can be cleaved directly within the biological assay offer some advantages over traditional linkers in the range of direct screening applications that the associated libraries can be utilised for. The 1,6-elimination process is an efficient method of cleaning compounds from substituted 4-hydroxymethyl phenols, although giving rise to quinone methide by-products. Here, we report on a linker that uses an in-built amine 'activator' to cleave a phenoxy ester and hence to activate the linker to 1,6-elimination. An analogue of the antibacterial agent squalamine was synthesised and released using this linker strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01217-5
• 作为产物：
  描述：

  1-氨基戊烷 在 硼烷四氢呋喃络合物 、 1-羟基苯并三唑 、 达卡巴嗪 作用下， 以 二氯甲烷 为溶剂， 生成 (2-Hydroxy-5-hydroxymethyl-benzyl)-pentyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A new bio-compatible pH cleavable linker for solid-phase synthesis of a squalamine analogue

  摘要：

  Linkers that can be cleaved directly within the biological assay offer some advantages over traditional linkers in the range of direct screening applications that the associated libraries can be utilised for. The 1,6-elimination process is an efficient method of cleaning compounds from substituted 4-hydroxymethyl phenols, although giving rise to quinone methide by-products. Here, we report on a linker that uses an in-built amine 'activator' to cleave a phenoxy ester and hence to activate the linker to 1,6-elimination. An analogue of the antibacterial agent squalamine was synthesised and released using this linker strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01217-5