pyridine-2,6-dicarbodithioic acid dimethyl ester | 420134-12-9

• 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: pyridine-2,6-dicarbodithioic acid dimethyl ester
• 英文别名: dimethyl 2,6-pyridine bis(dithiocarboxylate)；Dimethyl pyridine-2,6-dicarbodithioate
• CAS: 420134-12-9
• 化学式: C₉H₉NS₄
• 分子量: 259.441
• InChiKey: IZBCNZFEHLDLAM-UHFFFAOYSA-N

物化性质

• 沸点：
  422.1±55.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pyridine-2,6-dicarbodithioic acid dimethyl ester 在 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.17h， 生成 (S,S)-2,6-bis[4-(1,1-dimethylethyl)-4,5-dihydro-2-thiazoline]pyridine
  参考文献：
  名称：

  Synthesis of new chiral thiazoline-containing ligands

  摘要：

  New chiral ligands. including bi- and tridentate thiazoline derivatives, analogues of known oxazolines, have been synthesized by it general and convenient procedure. starting from dithioesters and commercial enantiopure 2-aminoalcohols. A preliminary Lest shows the ability of such ligands to act as asymmetric catalysts in Pd-catalyzed allylic substitution reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00481-5
• 作为产物：
  描述：

  2,6-二氯甲基吡啶 、 碘甲烷 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到pyridine-2,6-dicarbodithioic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of new chiral thiazoline-containing ligands

  摘要：

  New chiral ligands. including bi- and tridentate thiazoline derivatives, analogues of known oxazolines, have been synthesized by it general and convenient procedure. starting from dithioesters and commercial enantiopure 2-aminoalcohols. A preliminary Lest shows the ability of such ligands to act as asymmetric catalysts in Pd-catalyzed allylic substitution reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00481-5

文献信息

• Efficient New Protocol to Synthesize Aromatic and Heteroaromatic Dithioesters
  作者：Serge Masson、Isabelle Abrunhosa、Mihaela Gulea

  DOI：10.1055/s-2004-822311

  日期：——

  A very efficient, high yielding procedure to synthesize substituted aromatic and heteroaromatic dithioesters is described. It involves the reaction between (phenylsulfonyl)methyl (hetero)aromatic derivatives and elemental sulfur in basic medium, followed by alkylation.

  描述了一种高效、高产的合成取代芳香和杂芳香二硫酯的方法。该方法包括在碱性介质中（苯磺酰）甲基（杂）芳香衍生物与硫元素反应，随后进行烷基化。
• 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.
• Synthesis of new chiral thiazoline-containing ligands
  作者：Isabelle Abrunhosa、Mihaela Gulea、Jocelyne Levillain、Serge Masson

  DOI：10.1016/s0957-4166(01)00481-5

  日期：2001.11

  New chiral ligands. including bi- and tridentate thiazoline derivatives, analogues of known oxazolines, have been synthesized by it general and convenient procedure. starting from dithioesters and commercial enantiopure 2-aminoalcohols. A preliminary Lest shows the ability of such ligands to act as asymmetric catalysts in Pd-catalyzed allylic substitution reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.