2-(β-D-galactopyranosylmethyl)-6,8-dibromoquinoline | 1166221-40-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(β-D-galactopyranosylmethyl)-6,8-dibromoquinoline
• 英文别名: (2S,3R,4R,5R,6R)-2-[(6,8-dibromoquinolin-2-yl)methyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1166221-40-4
• 化学式: C₁₆H₁₇Br₂NO₅
• 分子量: 463.123
• InChiKey: VFXCPTWAXKDRCF-PTNZTPPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  103
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-amino-4,5-dibromobenzaldehyde 、 4,8-anhydro-1,3-dideoxy-D-glycero-L-gluco-nonulose 在 四氢吡咯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 以68%的产率得到2-(β-D-galactopyranosylmethyl)-6,8-dibromoquinoline
  参考文献：
  名称：

  Regioselective facile one-pot Friedländer synthesis of sugar-based heterocyclic biomolecules

  摘要：

  Regioselective facile one-pot synthesis of 16 different sugar-based quinoline, naphthyridine, and xanthone derivatives is reported. The compounds are characterized by NMR spectroscopy and elemental analysis. The beta-Anomeric form of the sugar moiety was identified from H-1 NMR studies. Antimicrobial studies of these sugar-heterocyclic derivatives, 3a, 3b, 3f, 5c, 7a, 7b, and 7c show excellent activity against different microbes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.07.016

文献信息

• Facile one-pot synthesis of sugar–quinoline derivatives
  作者：Subbiah Nagarajan、Thangamuthu Mohan Das

  DOI：10.1016/j.carres.2009.03.009

  日期：2009.5

  Seven different sugar-quinoline derivatives were synthesised in a 'one-pot' reaction from their corresponding C-beta-glycoside derivatives. The compounds were characterised by NMR spectroscopy and elemental analysis. (C) 2009 Elsevier Ltd. All rights reserved.
• Regioselective facile one-pot Friedländer synthesis of sugar-based heterocyclic biomolecules
  作者：Subbiah Nagarajan、Pandian Arjun、Nanjian Raaman、Thangamuthu Mohan Das

  DOI：10.1016/j.carres.2010.07.016

  日期：2010.9

  Regioselective facile one-pot synthesis of 16 different sugar-based quinoline, naphthyridine, and xanthone derivatives is reported. The compounds are characterized by NMR spectroscopy and elemental analysis. The beta-Anomeric form of the sugar moiety was identified from H-1 NMR studies. Antimicrobial studies of these sugar-heterocyclic derivatives, 3a, 3b, 3f, 5c, 7a, 7b, and 7c show excellent activity against different microbes. (C) 2010 Elsevier Ltd. All rights reserved.