rac-1-(4-bromothiazol-2-yl)allyl acetate | 1380359-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: rac-1-(4-bromothiazol-2-yl)allyl acetate
• CAS: 1380359-17-0
• 化学式: C₈H₈BrNO₂S
• 分子量: 262.127
• InChiKey: MPDQOHNHSNMUOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  rac-1-(4-bromothiazol-2-yl)allyl acetate 在 pig liver esterase 、 水 作用下， 以 异丙醚 为溶剂， 反应 2.0h， 生成 (R)-1-(4-bromothiazol-2-yl)prop-2-en-1-ol 、 (S)-1-(4-bromothiazol-2-yl)prop-2-en-1-ol 、 (S)-1-(4-bromothiazol-2-yl)allyl acetate 、 (R)-1-(4-bromothiazol-2-yl)allyl acetate
  参考文献：
  名称：

  Chemoenzymatic synthesis of highly enantiomerically enriched secondary alcohols with a thiazolic core

  摘要：

  Stereoselective preparative enzymatic acylation and hydrolysis/methanolysis of various C-substituted rac-thiazol-2-yl-methanols were achieved for the preparation of enantiopure or enantiomerically enriched, naturally occurring 2-hydroxymethylthiazoles. The absolute configurations of the resulting secondary alcohols were determined by a detailed H-1 NMR study of Mosher's derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.014
• 作为产物：
  描述：

  1-(4-bromothiazol-2-yl)prop-2-en-1-ol 、 乙酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以99%的产率得到rac-1-(4-bromothiazol-2-yl)allyl acetate
  参考文献：
  名称：

  Chemoenzymatic synthesis of highly enantiomerically enriched secondary alcohols with a thiazolic core

  摘要：

  Stereoselective preparative enzymatic acylation and hydrolysis/methanolysis of various C-substituted rac-thiazol-2-yl-methanols were achieved for the preparation of enantiopure or enantiomerically enriched, naturally occurring 2-hydroxymethylthiazoles. The absolute configurations of the resulting secondary alcohols were determined by a detailed H-1 NMR study of Mosher's derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.014