2-(2,3,4-tri-O-acetyl-β-D-xylopyranosylmethyl)-6,8-dibromoquinoline | 1166221-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2,3,4-tri-O-acetyl-β-D-xylopyranosylmethyl)-6,8-dibromoquinoline
• 英文别名: [(3R,4S,5S,6S)-4,5-diacetyloxy-6-[(6,8-dibromoquinolin-2-yl)methyl]oxan-3-yl] acetate
• CAS: 1166221-45-9
• 化学式: C₂₁H₂₁Br₂NO₇
• 分子量: 559.208
• InChiKey: DLWNOTGCTIXBPX-YHELAOLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-(1'-deoxy-2',3',4'-tri-O-acetyl-β-D-xylopyranos-1'-yl)propan-2-one 、 2-氨基-3,5-二溴苯甲醛 在 四氢吡咯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 以67%的产率得到2-(2,3,4-tri-O-acetyl-β-D-xylopyranosylmethyl)-6,8-dibromoquinoline
  参考文献：
  名称：

  Facile one-pot synthesis of sugar–quinoline derivatives

  摘要：

  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.

  DOI：

  10.1016/j.carres.2009.03.009

文献信息

• 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.