tert-butyl 7-(oxiran-2-ylmethoxy)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate | 1300594-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: tert-butyl 7-(oxiran-2-ylmethoxy)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
• CAS: 1300594-04-0
• 化学式: C₂₁H₂₇NO₆
• 分子量: 389.448
• InChiKey: MBGTWEFGEMXXKX-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102 °C
• 沸点：
  555.1±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  77.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 7-(oxiran-2-ylmethoxy)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 氯化铵 、 sodium ascorbate 作用下， 以 甲醇 、 水 、 叔丁醇 为溶剂， 反应 17.0h， 生成 tert-butyl 7-(3-(4-butyl-1H-1,2,3-triazol-1-yl)-2-hydroxypropoxy)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  Syntheses and biological evaluation of new triazole-spirochromone conjugates as inhibitors of Mycobacterium tuberculosis

  摘要：

  A series of novel 1,2,3-triazole fused spirochromone conjugates have been synthesized bearing both spirochromone moiety as well as a 1,2,3-triazole moiety. Some of the compounds have exhibited potential activity against Mycobacterium tuberculosis (virulent strain H37Rv). In particular 5e proved to be the most potent derivative exhibiting MIC = 0.78 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.099
• 作为产物：
  描述：

  N-叔丁氧羰基-4-哌啶酮 在 四氢吡咯 、 potassium carbonate 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 36.0h， 生成 tert-butyl 7-(oxiran-2-ylmethoxy)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  Syntheses and biological evaluation of new triazole-spirochromone conjugates as inhibitors of Mycobacterium tuberculosis

  摘要：

  A series of novel 1,2,3-triazole fused spirochromone conjugates have been synthesized bearing both spirochromone moiety as well as a 1,2,3-triazole moiety. Some of the compounds have exhibited potential activity against Mycobacterium tuberculosis (virulent strain H37Rv). In particular 5e proved to be the most potent derivative exhibiting MIC = 0.78 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.099

文献信息

• Synthesis and antitubercular activity of amino alcohol fused spirochromone conjugates
  作者：M. Mujahid、R.G. Gonnade、P. Yogeeswari、D. Sriram、M. Muthukrishnan

  DOI：10.1016/j.bmcl.2012.12.073

  日期：2013.3

  A series of 21 new amino alcohol fused spirochromone conjugates have been synthesized, characterized with analytical data and evaluated their antimycobacterial activity against Mycobacterium tuberculosis (virulent strain H37Rv) in vitro. Some of the compounds exerted significant inhibition, in particular, compound 4f found to be the most potent derivative exhibiting MIC = 3.13 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.