tert-butyl 4-(1-chloro-2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate | 1234261-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl 4-(1-chloro-2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate
• CAS: 1234261-11-0
• 化学式: C₁₄H₂₂ClNO₄
• 分子量: 303.786
• InChiKey: DHUOFXQBQIBBCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(1-chloro-2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate 在 二异丁基氢化铝 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 Tert-butyl 4-(2-(benzyl(ethyl)amino)-1-chloroethylidene)piperidine-1-carboxylate
  参考文献：
  名称：

  7-(4-Alkylidenylpiperidinyl)-quinolone bacterial topoisomerase inhibitors

  摘要：

  Novel antibacterial fluoroquinolone agents bearing a 4-alkylidenylpiperidine 7-position substituent are active against quinolone-susceptible and quinolone-resistant gram-positive bacteria, including Streptococcus pneumoniae and MRSA. Analogs 22b, 23c, and 24 demonstrated superior in vitro and in vivo efficacy to ciprofloxacin against these cocci. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.014
• 作为产物：
  描述：

  2-氯-2-膦酰基乙酸三乙酯 、 N-叔丁氧羰基-4-哌啶酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl 4-(1-chloro-2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate
  参考文献：
  名称：

  7-(4-Alkylidenylpiperidinyl)-quinolone bacterial topoisomerase inhibitors

  摘要：

  Novel antibacterial fluoroquinolone agents bearing a 4-alkylidenylpiperidine 7-position substituent are active against quinolone-susceptible and quinolone-resistant gram-positive bacteria, including Streptococcus pneumoniae and MRSA. Analogs 22b, 23c, and 24 demonstrated superior in vitro and in vivo efficacy to ciprofloxacin against these cocci. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.014

文献信息

• An Improved Non-chromatographic Scale-up Synthesis of a New 1,6,7,8-Substituted-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid as a Potent Bacterial Topoisomerase Inhibitor
  作者：Xun Li、Scott Youells、Ronald K. Russell、Armin Roessler、Tobias Schmid、Roger Faessler、Michele A. Weidner-Wells、Eugene B. Grant、Mark J. Macielag

  DOI：10.1080/00304941003680731

  日期：2010.4.8
• 7-(4-Alkylidenylpiperidinyl)-quinolone bacterial topoisomerase inhibitors
  作者：Eugene B. Grant、Barbara D. Foleno、Raul Goldschmidt、Jamese J. Hilliard、Shu-Chen Lin、Brian Morrow、Steven D. Paget、Michele A. Weidner-Wells、Xiaodong Xu、Xiaoqing Xu、William V. Murray、Karen Bush、Mark J. Macielag

  DOI：10.1016/j.bmcl.2014.10.014

  日期：2014.12

  Novel antibacterial fluoroquinolone agents bearing a 4-alkylidenylpiperidine 7-position substituent are active against quinolone-susceptible and quinolone-resistant gram-positive bacteria, including Streptococcus pneumoniae and MRSA. Analogs 22b, 23c, and 24 demonstrated superior in vitro and in vivo efficacy to ciprofloxacin against these cocci. (C) 2014 Elsevier Ltd. All rights reserved.