(R,R)-2,6-bis[4-ethyl-4,5-dihydro-2-thiazolyl]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (R,R)-2,6-bis[4-ethyl-4,5-dihydro-2-thiazolyl]pyridine
• 英文别名: (4R)-4-ethyl-2-[6-[(4R)-4-ethyl-4,5-dihydro-1,3-thiazol-2-yl]pyridin-2-yl]-4,5-dihydro-1,3-thiazole
• 化学式: C₁₅H₁₉N₃S₂
• 分子量: 305.468
• InChiKey: FHEUBAKGFJNOFC-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  88.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基丁醇 、 pyridine-2,6-dicarbodithioic acid dimethyl ester 以75%的产率得到(R,R)-2,6-bis[4-ethyl-4,5-dihydro-2-thiazolyl]pyridine
  参考文献：
  名称：

  Application of chiral 2,6-bis(thiazolinyl)pyridines in asymmetric Ru-catalyzed cyclopropanations with diazoesters

  摘要：

  Chiral 2,6-bis(thiazolinyl)pyridines were examined as ligands for ruthenium-catalyzed asymmetric catalytic cyclopropanation of olefins with diisopropyl diazomethylphosphonate and ethyl diazoacetate. Enantioselectivities of up to 84% for the trans-cyclopropylphosphonate were observed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.039
• 作为试剂：
  描述：

  重氮乙酸乙酯 、 对三氟甲基苯乙烯 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ (R,R)-2,6-bis[4-ethyl-4,5-dihydro-2-thiazolyl]pyridine 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 ethyl trans-2-(4-trifluoromethylphenyl)cyclopropane-1-carboxylate 、 ethyl (1S,2R)-2-(4-(trifluoromethyl)phenyl)cyclopropane-1-carboxylate 、 ethyl (1R,2S)-2-(4-(trifluoromethyl)phenyl)cyclopropane-1-carboxylate 、 ethyl 2-(4-(trifluoromethyl)phenyl)cyclopropane-1-carboxylate
  参考文献：
  名称：

  Application of chiral 2,6-bis(thiazolinyl)pyridines in asymmetric Ru-catalyzed cyclopropanations with diazoesters

  摘要：

  Chiral 2,6-bis(thiazolinyl)pyridines were examined as ligands for ruthenium-catalyzed asymmetric catalytic cyclopropanation of olefins with diisopropyl diazomethylphosphonate and ethyl diazoacetate. Enantioselectivities of up to 84% for the trans-cyclopropylphosphonate were observed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.039

文献信息

• Application of chiral 2,6-bis(thiazolinyl)pyridines in asymmetric Ru-catalyzed cyclopropanations with diazoesters
  作者：Paul Le Maux、Isabelle Abrunhosa、Mathieu Berchel、Gérard Simonneaux、Mihaela Gulea、Serge Masson

  DOI：10.1016/j.tetasy.2004.06.039

  日期：2004.8

  Chiral 2,6-bis(thiazolinyl)pyridines were examined as ligands for ruthenium-catalyzed asymmetric catalytic cyclopropanation of olefins with diisopropyl diazomethylphosphonate and ethyl diazoacetate. Enantioselectivities of up to 84% for the trans-cyclopropylphosphonate were observed. (C) 2004 Elsevier Ltd. All rights reserved.