2-Benzyl-4-chloro-1,2-thiazol-3-one | 1202071-07-5

• 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-chloro-1,2-thiazol-3-one
• CAS: 1202071-07-5
• 化学式: C₁₀H₈ClNOS
• 分子量: 225.699
• InChiKey: LDVLDUNPQZOCBD-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-chloro-1,2-thiazol-3-one 在 三氯氧磷 、 氨 作用下， 以 乙腈 为溶剂， 以40%的产率得到N-benzyl-4-chloro-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 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-Benzyl-4-chloro-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

• SACCHARIN DERIVATIVES USEFUL AS PROTEOLYTIC ENZYME INHIBITORS AND PREPARATION THEREOF
  申请人：STERLING WINTHROP INC.

  公开号：EP0471756A1

  公开（公告）日：1992-02-26
• EP0471756A4
  申请人：——

  公开号：EP0471756A4

  公开（公告）日：1992-04-08
• 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.