5-formyl-2-hydroxy-N-pentylbenzamide | 369366-12-1

• 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: 5-formyl-2-hydroxy-N-pentylbenzamide
• CAS: 369366-12-1
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: XJZPUAUZFADYQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-formyl-2-hydroxy-N-pentylbenzamide 在 4-二甲氨基吡啶 、 sodium hydroxide 、 硼烷四氢呋喃络合物 、 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：

  5-甲酰水杨酸 、 1-氨基戊烷 在 1-羟基苯并三唑 、 达卡巴嗪 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到5-formyl-2-hydroxy-N-pentylbenzamide
  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

文献信息

• [EN] THIAZOLIDINE DERIVATIVES AND ITS USE AS ANTIFUNGAL AGENT<br/>[FR] DERIVES DE THIAZOLIDINE ET LEUR UTILISATION COMME AGENTS ANTIFONGIQUES
  申请人：OXFORD GLYCOSCIENCES UK LTD

  公开号：WO2002022612A1

  公开（公告）日：2002-03-21

  Compounds of formula (I) or salts thereof are provided wherein X is O or S, A and B are OR2 or Y-NR3R4 wherein when A is OR2, B is Y-NR3R4 and vice versa, or when one of A or B is OR2, then the other can be CO2R7, Y is CH2 or C=Q, Q is (CH2)m-CH(R1)-(CH2)n, R is OR6 or NHR7, and with the other definitions as set out in claim 1, a process for its preparation and its use in the prophylaxis or treatment of fungal infections.

  提供式(I)的化合物或其盐，其中X为O或S，A和B为OR2或Y-NR3R4，当A为OR2时，B为Y-NR3R4，反之亦然，或当A或B中的一个为OR2时，另一个可以为CO2R7，Y为CH2或C=Q，Q为(CH2)m-CH(R1)-(CH2)n，R为OR6或NHR7，以及其他定义如权利要求1所述，其制备过程以及其在真菌感染的预防或治疗中的用途。
• THIAZOLIDINE DERIVATIVES AND ITS USE AS ANTIFUNGAL AGENT
  申请人：Oxford GlycoSciences (UK) Limited

  公开号：EP1313731A1

  公开（公告）日：2003-05-28
• A new bio-compatible pH cleavable linker for solid-phase synthesis of a squalamine analogue
  作者：Bordin Chitkul、Butrus Atrash、Mark Bradley

  DOI：10.1016/s0040-4039(01)01217-5

  日期：2001.8

  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.