O-methyl S-(pyridin-2-yl)carbonothioate

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: O-methyl S-(pyridin-2-yl)carbonothioate
• 英文别名: Methyl pyridin-2-ylsulfanylformate
• 化学式: C₇H₇NO₂S
• 分子量: 169.204
• InChiKey: UGJPGCFQIRACRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-methyl S-(pyridin-2-yl)carbonothioate 、 苄胺 以 甲醇 为溶剂， 以86%的产率得到N-(苯基甲基)-氨基甲酸甲酯
  参考文献：
  名称：

  O-烷基 S-(吡啶-2-基)碳硫醇盐：用于氨基烷氧基羰基化的操作简单且氮选择性高的试剂

  摘要：

  通过与 O-烷基 S-(吡啶-2-基)碳硫醇盐在适当的溶剂中在室温下在空气中反应，氨基以良好的产率被选择性地保护。甚至含有多个羟基的葡糖胺也在甲醇中被选择性地 N 保护。

  DOI：

  10.1055/s-0039-1690856
• 作为产物：
  描述：

  氯甲酸甲酯 、 2-巯基吡啶 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到O-methyl S-(pyridin-2-yl)carbonothioate
  参考文献：
  名称：

  O-烷基 S-(吡啶-2-基)碳硫醇盐：用于氨基烷氧基羰基化的操作简单且氮选择性高的试剂

  摘要：

  通过与 O-烷基 S-(吡啶-2-基)碳硫醇盐在适当的溶剂中在室温下在空气中反应，氨基以良好的产率被选择性地保护。甚至含有多个羟基的葡糖胺也在甲醇中被选择性地 N 保护。

  DOI：

  10.1055/s-0039-1690856

文献信息

• Chelation-Based Homologation by Reaction of Organometallic Reagents with O-Alkyl S-Pyridin-2-yl Thiocarbonates: Synthesis of Esters from Grignard Reagents
  作者：Shun Usami、Tomoyuki Suzuki、Koudai Mano、Kosaku Tanaka、Yoshimitsu Hashimoto、Nobuyoshi Morita、Osamu Tamura

  DOI：10.1055/s-0037-1611868

  日期：2019.8

  The one-carbon homologative esterification of Grignard reagents with O-alkyl S-pyridin-2-yl thiocarbonates has been explored. This one-step synthesis of esters from Grignard reagents is the first case to involve chelation-stabilized intermediates.

  已经探索了格氏试剂与 O-烷基 S-吡啶-2-基硫代碳酸酯的一碳同系酯化。这种从格氏试剂一步合成酯的方法是第一个涉及螯合稳定中间体的案例。
• Direct Generation of <i>N</i>‐Alkoxycarbonyl Nitrones from Oximes: Intramolecular Cycloaddition of Oximes Having Alkene Moieties
  作者：Hiroto Sagara、Yoshio Suzuki、Nobuyoshi Morita、Shintaro Ban、Kosaku Tanaka、Ayaka Yamamoto、Yoshimitsu Hashimoto、Osamu Tamura

  DOI：10.1002/adsc.202300793

  日期：2023.11.21

  δ,ϵ-Unsaturated oximes, on heating with O-alkyl S-(pyridin-2-yl)carbonothioates (PySCO2R) in refluxing toluene, undergo intramolecular cycloaddition to give N-alkoxycarbonylated multi-cyclic compounds. Mechanistic studies indicate that the reaction involves direct generation of N-alkoxycarbonyl nitrones followed by cycloaddition, instead of intramolecular oxime-olefin cycloaddition (IOOC) followed

  δ,ε-不饱和肟与O-烷基S- (吡啶-2-基)硫代碳酸酯(PySCO 2 R)在回流甲苯中加热，发生分子内环加成，得到N-烷氧基羰基化多环化合物。机理研究表明，该反应涉及直接生成N-烷氧基羰基硝酮，然后进行环加成，而不是分子内肟-烯烃环加成(10OC)，然后进行烷氧基羰基化。DFT计算表明肟与PySCO 2 R的N-烷氧基羰基化是协同反应。肟与手性烷氧基羰基化试剂的反应表现出相当高的非对映面选择性。
• Nonseparation assay methods
  申请人：Akhavan-Tafti Hashen

  公开号：US20070264665A1

  公开（公告）日：2007-11-15

  Assay methods are disclosed involving specific binding reactions which are simplified compared to known methods. A compound capable of producing chemiluminescence is immobilized on a solid support as is a member of a specific binding pair for capturing an analyte from a sample. An activator compound that activates the chemiluminescent compound and is conjugated to a specific binding pair member is added in excess along with the sample to the solid support. Addition of a trigger solution causes a chemiluminescent reaction at the sites where the activator conjugate has been specifically bound. The assay methods are termed non-separation assays because they do not require removal or separation of excess detection label (activator conjugate) prior to the detection step. The methods are applicable to various types of assays including immunoassays, receptor-ligand assays and nucleic acid hybridization assays.
• Nonseparation Assay Methods
  申请人：Akhavan-Tafti Hashem

  公开号：US20110009293A1

  公开（公告）日：2011-01-13

  Assay methods are disclosed involving specific binding reactions which are simplified compared to known methods. A compound capable of producing chemiluminescence is immobilized on a solid support as is a member of a specific binding pair for capturing an analyte from a sample. An activator compound that activates the chemiluminescent compound and is conjugated to a specific binding pair member is added in excess along with the sample to the solid support. Addition of a trigger solution causes a chemiluminescent reaction at the sites where the activator conjugate has been specifically bound. The assay methods are termed non-separation assays because they do not require removal or separation of excess detection label (activator conjugate) prior to the detection step. The methods are applicable to various types of assays including immunoassays, receptor-ligand assays and nucleic acid hybridization assays.
• US7799534B2
  申请人：——

  公开号：US7799534B2

  公开（公告）日：2010-09-21