methyl (S)-2-propyl-3-thiazoline-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: methyl (S)-2-propyl-3-thiazoline-4-carboxylate
• 英文别名: methyl (2S)-2-propyl-2,5-dihydro-1,3-thiazole-4-carboxylate
• 化学式: C₈H₁₃NO₂S
• 分子量: 187.263
• InChiKey: RNAUQKWHHBVVPG-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl (4R)-2-propyl-1,3-thiazolidine-4-carboxylate 在 manganese(IV) oxide 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 methyl (S)-2-propyl-3-thiazoline-4-carboxylate 、 methyl (R)-2-propyl-3-thiazoline-4-carboxylate
  参考文献：
  名称：

  Chemo- and regioselective synthesis of alkyl-3-thiazoline carboxylates

  摘要：

  The synthesis of a series of allyl substituted 3-thiazoline-carboxylates was carried out from the corresponding thiazolidines, by a MnO2-mediated oxidation reaction under mild conditions. The reaction was chemoselective towards the amine-imine oxidation and was also regioselective, affording the unsaturation at the 3-position of the heterocycle. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)02321-2

文献信息

• Asymmetric synthesis of 2-alkyl-3-thiazoline carboxylates: stereochemistry of the MnO2-mediated oxidation of cis- and trans-2-alkyl-thiazolidine-(4R)-carboxylates
  作者：Xavier Fernandez、Elisabet Duñach

  DOI：10.1016/s0957-4166(01)00219-1

  日期：2001.6

  The asymmetric synthesis of a series of 3-thiazoline carboxylates, 2, was effected by MnO2 oxidation of the corresponding cis/trans thiazolidines, 1. The stereochemistry of the oxidation reaction was studied using NMR and chiral GC analyses. Compounds 2 were obtained with enantiomeric excesses (e.e.s) in the range of 40–100%.

  一系列3-噻唑啉羧酸盐2的不对称合成是通过MnO 2氧化相应的顺/反噻唑烷1来实现的。使用NMR和手性GC分析研究了氧化反应的立体化学。获得的化合物2的对映体过量（ee）在40-100％的范围内。
• Chemo- and regioselective synthesis of alkyl-3-thiazoline carboxylates
  作者：Xavier Fernandez、Roland Fellous、Louisette Lizzani-Cuvelier、Michel Loiseau、Elisabet Duñach

  DOI：10.1016/s0040-4039(00)02321-2

  日期：2001.2

  The synthesis of a series of allyl substituted 3-thiazoline-carboxylates was carried out from the corresponding thiazolidines, by a MnO2-mediated oxidation reaction under mild conditions. The reaction was chemoselective towards the amine-imine oxidation and was also regioselective, affording the unsaturation at the 3-position of the heterocycle. (C) 2001 Published by Elsevier Science Ltd.