(E)-4-methyl-2-(3-methyl-2-phenyloxiranyl)thiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-4-methyl-2-(3-methyl-2-phenyloxiranyl)thiazole
• 英文别名: 4-methyl-2-[(2S,3R)-3-methyl-2-phenyloxiran-2-yl]-1,3-thiazole
• 化学式: C₁₃H₁₃NOS
• 分子量: 231.318
• InChiKey: KJPZZPDYAKPMOJ-ZWNOBZJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-methyl-2-(3-methyl-2-phenyloxiranyl)thiazole 以90%的产率得到(E)-3-methyl-2-phenyloxirane-2-carboxaldehyde
  参考文献：
  名称：

  Diastereoselective synthesis of 2-oxiranyl and 2-aziridinyl thiazoles

  摘要：

  2-Chloroalkylthiazolyllithiums, prepared by deprotonating the 2-chloroalkylthiazoles with n-BuLi at -78degreesC in THF, add to ketones or imines affording in 'one-pot' oxiranes and aziridines in a Z stereoselective manner. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00105-4
• 作为产物：
  描述：

  (4-methylthiazol-2-yl)phenylmethanol 在 正丁基锂 、 chlorinating agent 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 (E)-4-methyl-2-(3-methyl-2-phenyloxiranyl)thiazole
  参考文献：
  名称：

  Diastereoselective synthesis of 2-oxiranyl and 2-aziridinyl thiazoles

  摘要：

  2-Chloroalkylthiazolyllithiums, prepared by deprotonating the 2-chloroalkylthiazoles with n-BuLi at -78degreesC in THF, add to ketones or imines affording in 'one-pot' oxiranes and aziridines in a Z stereoselective manner. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00105-4

文献信息

• Synthesis of 2-oxiranyl and aziridinyl thiazoles
  作者：Saverio Florio、Luigino Troisi、Vito Capriati

  DOI：10.1016/s0040-4039(98)01727-4

  日期：1998.10

  2-Oxiranyl and 2-aziridinyl thiazoles 3 and 7 have been prepared by lithiation of thiazoles la and Ib and reaction with alpha-halogenocarbonyl compounds [1a, 1c-d] and alpha-halogenoimines [1b], respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Diastereoselective synthesis of 2-oxiranyl and 2-aziridinyl thiazoles
  作者：Fabio Bona、Luisella De Vitis、Saverio Florio、Ludovico Ronzini、Luigino Troisi

  DOI：10.1016/s0040-4020(03)00105-4

  日期：2003.2

  2-Chloroalkylthiazolyllithiums, prepared by deprotonating the 2-chloroalkylthiazoles with n-BuLi at -78degreesC in THF, add to ketones or imines affording in 'one-pot' oxiranes and aziridines in a Z stereoselective manner. (C) 2003 Elsevier Science Ltd. All rights reserved.