benzyl-3-methyl-1-(pyrrolidin-1-yl)-1-thioxopent-4-en-2-ylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl-3-methyl-1-(pyrrolidin-1-yl)-1-thioxopent-4-en-2-ylcarbamate
• 英文别名: benzyl N-[(2R,3S)-3-methyl-1-pyrrolidin-1-yl-1-sulfanylidenepent-4-en-2-yl]carbamate
• 化学式: C₁₈H₂₄N₂O₂S
• 分子量: 332.467
• InChiKey: XSFNQHUYQWZYJN-GOEBONIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-溴-2-丁烯 、 benzyl (2-pyrrolidin-1-yl)-2-thioxoethylcarbamate 在 ferric(III) bromide 、 三乙胺 作用下， 以 乙腈 、 四氢呋喃 、 甲苯 为溶剂， 生成 benzyl-3-methyl-1-(pyrrolidin-1-yl)-1-thioxopent-4-en-2-ylcarbamate 、 benzyl-3-methyl-1-(pyrrolidin-1-yl)-1-thioxopent-4-en-2-ylcarbamate
  参考文献：
  名称：

  Novel anti-β-functionalized γ,δ-unsaturated amino acids via a thio–Claisen rearrangement

  摘要：

  A significantly improved thio-Claisen rearrangement method was developed for preparing anti-13-functionalized gamma,delta-unsaturated amino acids, which are extremely useful nonproteinogenic amino acids used in chemistry and biology research. The mild reaction condition successfully introduced base labile functional groups into the amino acids with excellent anti/syn selectivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.102

文献信息

• Novel anti-β-functionalized γ,δ-unsaturated amino acids via a thio–Claisen rearrangement
  作者：Zhihua Liu、Hongchang Qu、Xuyuan Gu、Kwang-Soo Lee、Bryan Grossman、Vlad K. Kumirov、Victor J. Hruby

  DOI：10.1016/j.tetlet.2010.04.102

  日期：2010.7

  A significantly improved thio-Claisen rearrangement method was developed for preparing anti-13-functionalized gamma,delta-unsaturated amino acids, which are extremely useful nonproteinogenic amino acids used in chemistry and biology research. The mild reaction condition successfully introduced base labile functional groups into the amino acids with excellent anti/syn selectivities. (C) 2010 Elsevier Ltd. All rights reserved.