5-(benzothiazol-2-yl)furan-2-ylcyanomethyl acetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 5-(benzothiazol-2-yl)furan-2-ylcyanomethyl acetate
• 英文别名: [[5-(1,3-Benzothiazol-2-yl)furan-2-yl]-cyanomethyl] acetate
• 化学式: C₁₅H₁₀N₂O₃S
• 分子量: 298.322
• InChiKey: KGFQTNBQHYUZHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  呋喃-2-硫代甲酸苯胺 在 盐酸 、 4-二甲氨基吡啶 、 baker's yeast 、 三乙胺 、 zinc(II) iodide 、 三氯氧磷 作用下， 以 吡啶 、 二氯甲烷 、 乙腈 为溶剂， 反应 2.25h， 生成 5-(benzothiazol-2-yl)furan-2-ylcyanomethyl acetate
  参考文献：
  名称：

  Candida antarctica lipase A in the dynamic resolution of novel furylbenzotiazol-based cyanohydrin acetates

  摘要：

  A series of novel (R)-furylbenzotiazol-based cyanohydrin acetates were prepared in over 90% isolated yields from the corresponding furancarbaldehydes. The one-pot method combines a basic resin to produce hydrogen cyanide from acetone cyanohydrin, an equilibrium between the formation and decomposition of furylbenzotiazol-based cyanohydrins and the unique enantioselectivity of Candida antarctica lipase A, allowing the acylation of (R)-cyanohydrins in the presence of vinyl acetate in anhydrous acetonitrile. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00025-9

文献信息

• Candida antarctica lipase A in the dynamic resolution of novel furylbenzotiazol-based cyanohydrin acetates
  作者：Csaba Paizs、Monica Toşa、Cornelia Majdik、Petri Tähtinen、Florin Dan Irimie、Liisa T. Kanerva

  DOI：10.1016/s0957-4166(03)00025-9

  日期：2003.3

  A series of novel (R)-furylbenzotiazol-based cyanohydrin acetates were prepared in over 90% isolated yields from the corresponding furancarbaldehydes. The one-pot method combines a basic resin to produce hydrogen cyanide from acetone cyanohydrin, an equilibrium between the formation and decomposition of furylbenzotiazol-based cyanohydrins and the unique enantioselectivity of Candida antarctica lipase A, allowing the acylation of (R)-cyanohydrins in the presence of vinyl acetate in anhydrous acetonitrile. (C) 2003 Elsevier Science Ltd. All rights reserved.

表征谱图