1-p-Methoxybenzyl-5-p-Toluenesulfonyltetrazole | 99451-35-1

• 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: 1-p-Methoxybenzyl-5-p-Toluenesulfonyltetrazole
• 英文别名: 1-[(4-methoxyphenyl)methyl]-5-(4-methylphenyl)sulfonyltetrazole
• CAS: 99451-35-1
• 化学式: C₁₆H₁₆N₄O₃S
• 分子量: 344.394
• InChiKey: MNAMOWHBLDSGDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-p-Methoxybenzyl-5-p-Toluenesulfonyltetrazole 在 magnesium 作用下， 以 甲醇 为溶剂， 生成 1-(4-methoxybenzyl)-1H-tetrazole
  参考文献：
  名称：

  在温和，安全的条件下，由腈和有机叠氮化物以Cu2（OTf）2催化和微波控制的方式制备四唑。

  摘要：

  DOI：

  10.1002/anie.200605095
• 作为产物：
  描述：

  4-甲苯磺酰氰 生成 1-p-Methoxybenzyl-5-p-Toluenesulfonyltetrazole
  参考文献：
  名称：

  KLAUBERT, D. H.;SELLSTEDT, J. H.

  摘要：

  DOI：

文献信息

• Preparation of highly functionalized 1,5-disubstituted tetrazoles via palladium-catalyzed Suzuki coupling
  作者：Edward J. Hennessy、Mark Cornebise、Lakshmaiah Gingipalli、Tyler Grebe、Sudhir Hande、Valerie Hoesch、Hoan Huynh、Scott Throner、Jeffrey Varnes、Ye Wu

  DOI：10.1016/j.tetlet.2017.03.056

  日期：2017.4

  been achieved through palladium-catalyzed Suzuki coupling. Using appropriately substituted 5-p-toluenesulfonyltetrazoles as substrates (obtained by cycloaddition of a substituted azide with p-toluenesulfonyl cyanide), this methodology provides access to a variety of highly substituted tetrazoles that would be difficult to access otherwise. The procedure is compatible with functional groups commonly found

  通过钯催化的Suzuki偶联已经实现了一系列1，5-二取代的四唑的制备。使用适当取代的5-对甲苯磺酰基四唑作为底物（通过将取代的叠氮化物与对甲苯磺酰基氰基环加成而获得），该方法提供了多种否则难以获得的高度取代的四唑的访问。该程序与药物样分子中常见的官能团兼容，并已用于产生许多具有潜在生物学意义的化合物。
• Process for preparing 1-H-tetrazole-5-thiols and intermediate compounds
  申请人：American Home Products Corporation

  公开号：US04526978A1

  公开（公告）日：1985-07-02

  A novel process for producing a 1-H-tetrazole-5-thiol of the formula ##STR1## in which R.sup.1 is hydrogen; lower alkyl; lower alkyl substituted with a carboxylic acid, a carboxylic acid lower alkyl ester, or an hydroxy group; phenyl or phenyl substituted with a halogen, a lower alkyl group, or a lower alkoxy group; benzyl or benzyl substituted with a halogen, a lower alkyl group, or 1-3 alkoxy groups of 1-3 carbon atoms; or trichloroethyl, which process comprises: (a) reacting a sulfinyl or sulfonyl cyanide of the formula: RS(O).sub.n CN in which n is 1 or 2 and R is alkyl; phenyl or phenyl substituted with a halogen, a lower alkyl group, or a lower alkoxy group; benzyl or benzyl substituted on the phenyl ring with a halogen, a lower alkyl group, or a lower alkoxy group; or an alicyclic group, with an azide of the formula R.sup.1 N.sub.3, in which R.sup.1 is as defined above, to form a 5-sulfinyl or sulfonyl-1-H-tetrazole of the formula: ##STR2## in which n is 1 or 2, and R and R.sup.1 are as defined above, and (b) reacting said 5-sulfinyl or sulfonyl-1-H-tetrazole with an alkali metal sulfide or ammonium sulfide.

  一种制备式为##STR1##的1-H-四唑-5-硫醇的新工艺，其中R.sup.1是氢；低碳烷基；带有羧酸、羧酸低碳酯或羟基的羧酸低碳烷基取代基的低碳烷基；苯基或带有卤素、低碳烷基或低烷氧基的苯基；苄基或带有卤素、低碳烷基或1-3个1-3碳原子的烷氧基的苄基；或三氯乙基，该工艺包括：(a)将式为RS(O).sub.nCN的亚砜基或磺酰基氰化物与式为R.sup.1N.sub.3的叠氮化物反应，其中n为1或2，R为烷基；带有卤素、低碳烷基或低烷氧基的苯基；苄基或在苯环上带有卤素、低碳烷基或低烷氧基的苄基；或脂环基，形成式为##STR2##的5-亚砜基或磺酰基-1-H-四唑，其中n为1或2，R和R.sup.1如上所定义，以及(b)将所述的5-亚砜基或磺酰基-1-H-四唑与碱金属硫化物或铵硫化物反应。
• Process for preparing 1-H-tetrazole-5-thiols
  申请人：American Home Products Corporation

  公开号：US04663461A1

  公开（公告）日：1987-05-05

  A novel process for producing a 1-H-tetrazole-5-thiol of the formula: ##STR1## in which R.sup.1 is hydrogen; lower alkyl; lower alkyl substituted with a carboxylic acid, a carboxylic acid lower alkyl ester, or an hydroxy group; phenyl or phenyl substituted with a halogen, a lower alkyl group, or a lower alkoxy group; benzyl or benzyl substituted with a halogen, a lower alkyl group, or 1-3 alkoxy groups of 1-3 carbon atoms; or trichloroethyl, which process comprises: (a) reacting a sulfinyl or sulfonyl cyanide of the formula: RS(O).sub.n CN in which n is 1 or 2 and R is alkyl; phenyl or phenyl substituted with a halogen, a lower alkyl group, or a lower alkoxy group; benzyl or benzyl substituted on the phenyl ring with a halogen, a lower alkyl group, or a lower alkoxy group; or an alicyclic group, with an azide of the formula R.sup.1 N.sub.5, in which R.sup.1 is as defined above, to form a 5-sulfinyl or sulfonyl-1-H-tetrazole of the formula: ##STR2## in which n is 1 or 2, and R and R.sup.1 are as defined above, and (b) reacting said 5-sulfinyl or sulfonyl-1-H-tetrazole with an alkali metal sulfide or ammonium sulfide.

  一种生产1-H-四唑-5-硫醇的新工艺，其化学式为：##STR1##其中R.sup.1为氢;低碳基;低碳基取代的羧酸、羧酸低碳基酯或羟基;苯基或取代有卤素、低碳基或低碳氧基的苯基;苄基或苄基取代苯环上有卤素、低碳基或1-3个1-3碳原子的低碳氧基;或三氯乙基。该工艺包括：(a)将化学式为RS(O).sub.n CN的亚磺酰基或磺酰基氰化物与化学式为R.sup.1 N.sub.5的叠氮化物反应，其中n为1或2，R为烷基;苯基或取代有卤素、低碳基或低碳氧基的苯基;苄基或苄基取代苯环上有卤素、低碳基或低碳氧基;或脂环基，以形成化学式为：##STR2##其中n为1或2，R和R.sup.1如上所定义，以及(b)将所述5-亚磺酰基或磺酰基-1-H-四唑与碱金属硫化物或铵硫化物反应。
• A Click Chemistry Approach to Tetrazoles by Huisgen 1,3-Dipolar Cycloaddition: Synthesis of 5-Sulfonyl Tetrazoles from Azides and Sulfonyl Cyanides We thank the National Institute of General Medical Sciences, National Institutes of Health (GM-28384), the National Science Foundation (CHE-9985553), the Skaggs Institute for Chemical Biology for a Predoctoral Fellowship (Z.D.), and the W. M. Keck Foundation for financial support. Dedicated to Professor Rolf Huisgen, the pioneer of this large and extremely useful family of reactions.
  作者：Zachary P. Demko、K. Barry Sharpless

  DOI：10.1002/1521-3773(20020617)41:12<2110::aid-anie2110>3.0.co;2-7

  日期：2002.6.17
• KLAUBERT, D. H.;SELLSTEDT, J. H.
  作者：KLAUBERT, D. H.、SELLSTEDT, J. H.

  DOI：——

  日期：——