(3S)-3-(2-methylpropyl)-3,4-dihydro-2H-1,4-benzothiazine | 1185454-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: (3S)-3-(2-methylpropyl)-3,4-dihydro-2H-1,4-benzothiazine
• CAS: 1185454-15-2
• 化学式: C₁₂H₁₇NS
• 分子量: 207.34
• InChiKey: IUFIHMUMAJNJGW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴硫代苯酚 在 copper(l) iodide 、 sodium hydride 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 48.0h， 生成 (3S)-3-(2-methylpropyl)-3,4-dihydro-2H-1,4-benzothiazine
  参考文献：
  名称：

  A convenient synthesis of chiral amino acid derived 3,4-dihydro-2H-benzo[b][1,4]thiazines and antibiotic levofloxacin

  摘要：

  A series of 3,4-dihydro-2H-benzo[b](1,4]thiazine derivatives 8a-g were synthesized via- a copper-catalyzed intramolecular N-aryl amination reaction on substituted 2-(2-bromophenylthio)-ethanamines which were synthesized by the nucleophilic substitution reaction of 2-bromobenzenethiol with Boc-protected amino alcohol derivatives. This strategy provides a short and an efficient entry to (S)-3-methyl-1,4-benzoxazine 12, an advanced synthetic intermediate for the synthesis of levofloxacin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.104

文献信息

• A convenient synthesis of chiral amino acid derived 3,4-dihydro-2H-benzo[b][1,4]thiazines and antibiotic levofloxacin
  作者：Maloy Kumar Parai、Gautam Panda

  DOI：10.1016/j.tetlet.2009.05.104

  日期：2009.8

  A series of 3,4-dihydro-2H-benzo[b](1,4]thiazine derivatives 8a-g were synthesized via- a copper-catalyzed intramolecular N-aryl amination reaction on substituted 2-(2-bromophenylthio)-ethanamines which were synthesized by the nucleophilic substitution reaction of 2-bromobenzenethiol with Boc-protected amino alcohol derivatives. This strategy provides a short and an efficient entry to (S)-3-methyl-1,4-benzoxazine 12, an advanced synthetic intermediate for the synthesis of levofloxacin. (C) 2009 Elsevier Ltd. All rights reserved.