prop-2-enyl (2S,4S)-4-sulfanyl-2-[[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylmethyl]pyrrolidine-1-carboxylate | 372147-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: prop-2-enyl (2S,4S)-4-sulfanyl-2-[[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylmethyl]pyrrolidine-1-carboxylate
• CAS: 372147-06-3
• 化学式: C₁₄H₁₆F₃N₃O₂S₂
• 分子量: 379.427
• InChiKey: FOQZWMVJODOECR-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  prop-2-enyl (2S,4S)-4-sulfanyl-2-[[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylmethyl]pyrrolidine-1-carboxylate 在 四(三苯基膦)钯 、 三正丁基氢锡 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylmethyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological properties of new 1β-methylcarbapenems containing heteroaromatic thioether moiety

  摘要：

  The synthesis and biological activities of a series of new 1 beta -methylcarbapenems 1a-h having heteroaromatic thioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1,2,3-thiadiazole derivative 1h showed the most potent antibacterial activity and advanced pharmacokinetics in comparison with meropenem. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00451-6
• 作为产物：
  描述：

  4-(三氟甲基)-2-巯基嘧啶 在 sodium hydroxide 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 3.33h， 生成 prop-2-enyl (2S,4S)-4-sulfanyl-2-[[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylmethyl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological properties of new 1β-methylcarbapenems containing heteroaromatic thioether moiety

  摘要：

  The synthesis and biological activities of a series of new 1 beta -methylcarbapenems 1a-h having heteroaromatic thioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1,2,3-thiadiazole derivative 1h showed the most potent antibacterial activity and advanced pharmacokinetics in comparison with meropenem. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00451-6

文献信息

• Synthesis and biological properties of new 1β-methylcarbapenems containing heteroaromatic thioether moiety
  作者：Kye Jung Shin、Ki Dong Koo、Kyung Ho Yoo、Yong Koo Kang、Sang Woo Park、Dong Jin Kim

  DOI：10.1016/s0960-894x(01)00451-6

  日期：2001.9

  The synthesis and biological activities of a series of new 1 beta -methylcarbapenems 1a-h having heteroaromatic thioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1,2,3-thiadiazole derivative 1h showed the most potent antibacterial activity and advanced pharmacokinetics in comparison with meropenem. (C) 2001 Elsevier Science Ltd. All rights reserved.