Methyl 2-[acetyloxy-(4-methyl-1,3-thiazol-5-yl)methyl]prop-2-enoate | 1038998-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 2-[acetyloxy-(4-methyl-1,3-thiazol-5-yl)methyl]prop-2-enoate
• CAS: 1038998-41-2
• 化学式: C₁₁H₁₃NO₄S
• 分子量: 255.295
• InChiKey: FGZBYXKPZWWLJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氨基噻唑 、 Methyl 2-[acetyloxy-(4-methyl-1,3-thiazol-5-yl)methyl]prop-2-enoate 反应 6.0h， 以61%的产率得到6-[(4-methylthiazol-5-yl)methyl]-5H-thiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  在无溶剂和无碱条件下由Morita-Baylis-Hillman加合物乙酸酯区域选择性合成5H-噻唑并[3,2-a]嘧啶-5-酮

  摘要：

  通过将噻唑-2-胺亲核加到森田-贝利斯-希尔曼加合物乙酸酯中，然后环化和制备5 H-噻唑并[3,2- a ]嘧啶-5-酮，可以以良好至优异的收率和高区域选择性轻松制备。在无溶剂和无碱条件下进行热-色移程序。 稠环系统-杂环-α，β-不饱和酯-噻唑-2-胺-无溶剂-无碱

  DOI：

  10.1055/s-0028-1088051

文献信息

• Dramatically Accelerated Addition Under Solvent-Free Conditions: An Efficient Synthesis of (<i>E</i>)-1,2,4-Triazole-Substituted Alkenes from Baylis–Hillman Acetates
  作者：Weihui Zhong、Yongzhi Zhao、Baoming Guo、Peng Wu、Weike Su

  DOI：10.1080/00397910802136623

  日期：2008.9.12

  Abstract The addition of 1,2,4-triazole to Baylis–Hillman acetates mediated by Et3N was dramatically accelerated under solvent-free conditions to afford (E)-1,2,4-triazole-substituted alkenes 3 with excellent yields.

  摘要 在无溶剂条件下，由 Et3N 介导的 1,2,4-三唑添加到 Baylis-Hillman 醋酸酯中的速度显着加快，以优异的产率得到 (E)-1,2,4-三唑取代的烯烃 3。
• An efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-diones from Baylis–Hillman adduct acetates under solvent-free conditions
  作者：Weihui Zhong、Yongzhi Zhao、Weike Su

  DOI：10.1016/j.tet.2008.04.003

  日期：2008.6

  A simple, efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-dione 4 from Baylis-Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1,3-diones under solvent-free conditions is described. Interestingly, when Baylis-Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible mechanism for the formation of 4-6 is proposed. (C) 2008 Elsevier Ltd. All rights reserved.