1-cyclopropyl-7-[(4aS,7aS)-1-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-octahydro-6H-pyrrolo[3,4-b]-pyridin-6-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid | 1227616-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-cyclopropyl-7-[(4aS,7aS)-1-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-octahydro-6H-pyrrolo[3,4-b]-pyridin-6-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
• 英文别名: 7-[(4aS,7aS)-1-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methyl]-3,4,4a,5,7,7a-hexahydro-2H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
• CAS: 1227616-45-6
• 化学式: C₃₃H₄₂FN₃O₉
• 分子量: 643.71
• InChiKey: YHYDWSDHILMRKT-MNPIOPDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  6-脱氧-6-碘-1,2:3,4-二-o-异亚丙基-α-d-半乳糖吡喃糖苷 、 莫西沙星 在 三乙胺 作用下， 以 苯甲腈 为溶剂， 反应 0.33h， 以75%的产率得到1-cyclopropyl-7-[(4aS,7aS)-1-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-octahydro-6H-pyrrolo[3,4-b]-pyridin-6-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Synthesis and antitubercular evaluation of new fluoroquinolone derivatives coupled with carbohydrates

  摘要：

  We describe in this work the synthesis of nine new fluoroquinolone derivatives based on modifications at the C-7 position of the known fluoroquinolones cipro-, gati-, and moxifloxacin, as well as their antitubercular evaluation. The synthesis of these new analogues was improved using microwave irradiation, providing several advantages such as better yields and shorter reaction times, in comparison with classical reaction conditions. Derivatives 4, 5, and 7 exhibited promising antitubercular activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.01.016