2-Benzyl-4-bromo-1,2-thiazol-3-one | 1202071-10-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-Benzyl-4-bromo-1,2-thiazol-3-one
• CAS: 1202071-10-0
• 化学式: C₁₀H₈BrNOS
• 分子量: 270.15
• InChiKey: TWNNYCWTKXZHLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Benzyl-4-bromo-1,2-thiazol-3-one 在 三氯氧磷 、 氨 作用下， 以 乙腈 为溶剂， 以55%的产率得到N-benzyl-4-bromo-isothiazol-3-amine
  参考文献：
  名称：

  Enantioselective synthesis, chiroptical properties and absolute configuration of 3-aminosubstituted isothiazole S-oxides

  摘要：

  Herein we report a mild and efficient method to synthesize chiral 3-aminosubstituted isothiazole sulfoxides taking advantage of (+)- and (-)-((8,8-dichlorocamphoryl)sulfonyl)oxaziridine under microwave irradiation. The determination of the absolute configuration of the chiral sulfoxide was achieved by theoretical calculation of the CD spectra. The reason for the observed stereoselectivity, was enlightened by means of analysis of our data using DFT calculations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.08.023
• 作为产物：
  描述：

  N,N'-Dibenzyl-3,3'-dithiobis(propionsaeureamid) 在 磺酰氯 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 2-Benzyl-4-bromo-1,2-thiazol-3-one
  参考文献：
  名称：

  Enantioselective synthesis, chiroptical properties and absolute configuration of 3-aminosubstituted isothiazole S-oxides

  摘要：

  Herein we report a mild and efficient method to synthesize chiral 3-aminosubstituted isothiazole sulfoxides taking advantage of (+)- and (-)-((8,8-dichlorocamphoryl)sulfonyl)oxaziridine under microwave irradiation. The determination of the absolute configuration of the chiral sulfoxide was achieved by theoretical calculation of the CD spectra. The reason for the observed stereoselectivity, was enlightened by means of analysis of our data using DFT calculations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.08.023

文献信息

• [EN] GAMMA SECRETASE MODULATORS<br/>[FR] MODULATEURS DE LA GAMMA SÉCRÉTASE
  申请人：SCHERING CORP

  公开号：WO2009032277A1

  公开（公告）日：2009-03-12

  This invention provides novel compounds that are modulators of gamma secretase. The compounds have the formula (I). Also disclosed are methods of modulating gamma secretase activity and methods of treating Alzheimer's Disease using the compounds of formula (I).

  这项发明提供了一种调节γ-分泌酶的新化合物。这些化合物的化学式为（I）。还公开了调节γ-分泌酶活性的方法以及使用化合物（I）治疗阿尔茨海默病的方法。
• [EN] GAMMA SECRETASE MODULATORS<br/>[FR] MODULATEURS DE GAMMA SÉCRÉTASE
  申请人：SCHERING CORP

  公开号：WO2010147975A1

  公开（公告）日：2010-12-23

  This invention provides novel compounds that are modulators of gamma secretase. The compounds have the Formula I: Also disclosed are methods of modulating gamma secretase activity and methods of treating Alzheimer's Disease using the compounds of Formula I.

  这项发明提供了一种调节γ-分泌酶的新型化合物。这些化合物具有公式I：还公开了调节γ-分泌酶活性的方法以及使用公式I化合物治疗阿尔茨海默病的方法。
• GAMMA SECRETASE MODULATORS
  申请人：Zhu Zhaoning

  公开号：US20120238546A1

  公开（公告）日：2012-09-20

  This invention provides novel compounds that are modulators of gamma secretase. The compounds have the Formula (I): Also disclosed are methods of modulating gamma secretase activity and methods of treating Alzheimer's Disease using the compounds of Formula (I).

  这项发明提供了一种新型化合物，它们是γ-分泌酶的调节剂。这些化合物的化学式为（I）：还公开了调节γ-分泌酶活性的方法以及使用化合物（I）治疗阿尔茨海默病的方法。
• US8518975B2
  申请人：——

  公开号：US8518975B2

  公开（公告）日：2013-08-27
• Enantioselective synthesis, chiroptical properties and absolute configuration of 3-aminosubstituted isothiazole S-oxides
  作者：Alessandro Casoni、Giuseppe Celentano、Francesca Clerici、Alessandro Contini、Maria Luisa Gelmi、Giuseppe Mazzeo、Sara Pellegrino、Carlo Rosini

  DOI：10.1016/j.tetasy.2009.08.023

  日期：2009.10

  Herein we report a mild and efficient method to synthesize chiral 3-aminosubstituted isothiazole sulfoxides taking advantage of (+)- and (-)-((8,8-dichlorocamphoryl)sulfonyl)oxaziridine under microwave irradiation. The determination of the absolute configuration of the chiral sulfoxide was achieved by theoretical calculation of the CD spectra. The reason for the observed stereoselectivity, was enlightened by means of analysis of our data using DFT calculations. (C) 2009 Elsevier Ltd. All rights reserved.