3-<(tolylsulfonyl)oxy>-1-<<(trifluoromethyl)sulfonyl>oxy>propane | 132566-37-1

• 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: 3-<(tolylsulfonyl)oxy>-1-<<(trifluoromethyl)sulfonyl>oxy>propane
• 英文别名: 3-(((trifluoromethyl)sulfonyl)oxy)propyl 4-methylbenzenesulfonate；3-(trifluoromethylsulfonyloxy)propyl 4-methylbenzenesulfonate
• CAS: 132566-37-1
• 化学式: C₁₁H₁₃F₃O₆S₂
• 分子量: 362.348
• InChiKey: TYFDEGKMGZWXQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-<(tolylsulfonyl)oxy>-1-<<(trifluoromethyl)sulfonyl>oxy>propane 、 2-<(hydroxyimino)methyl>-1-methylimidazole 以 硝基甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 5. Structure-activity relationships for side-chain nitro-, sulfone-, amino-, and aminosulfonyl-substituted analogs for therapy against anticholinesterase intoxication

  摘要：

  Several quaternary imidazolium oxime derivatives incorporating side chains bearing nitro, sulfone, amino, and aminosulfonyl substituents were prepared and evaluated as treatment therapeutics for anti-AChE intoxication. In vivo test results in the mouse revealed that many of these compounds are highly effective in providing life-saving protection against the extremely toxic cholinesterase inhibitors soman and tabun. Several structure-activity relationships were noted that were characteristic of the side-chain substituent. In vivo test results for additional selected derivatives of some of the more therapeutically active compounds indicated that the quaternary heteroaryl nucleus is essential for activity whereas a nucleophilic moiety (i.e., oxime) is not. In support of previous suspicions, these results afforded additional evidence suggesting that reactivation is not the main mode of antidotal action by the imidazolium oximes. An alternative antidotal mechanism is postulated that is consistent with all data and that involves enzyme protection by the compounds.

  DOI：

  10.1021/jm00108a020
• 作为产物：
  描述：

  对甲苯磺酰氯 在 吡啶 、 sodium 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-<(tolylsulfonyl)oxy>-1-<<(trifluoromethyl)sulfonyl>oxy>propane
  参考文献：
  名称：

  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 5. Structure-activity relationships for side-chain nitro-, sulfone-, amino-, and aminosulfonyl-substituted analogs for therapy against anticholinesterase intoxication

  摘要：

  Several quaternary imidazolium oxime derivatives incorporating side chains bearing nitro, sulfone, amino, and aminosulfonyl substituents were prepared and evaluated as treatment therapeutics for anti-AChE intoxication. In vivo test results in the mouse revealed that many of these compounds are highly effective in providing life-saving protection against the extremely toxic cholinesterase inhibitors soman and tabun. Several structure-activity relationships were noted that were characteristic of the side-chain substituent. In vivo test results for additional selected derivatives of some of the more therapeutically active compounds indicated that the quaternary heteroaryl nucleus is essential for activity whereas a nucleophilic moiety (i.e., oxime) is not. In support of previous suspicions, these results afforded additional evidence suggesting that reactivation is not the main mode of antidotal action by the imidazolium oximes. An alternative antidotal mechanism is postulated that is consistent with all data and that involves enzyme protection by the compounds.

  DOI：

  10.1021/jm00108a020

文献信息

• Catalytic Hydroalkylation of Allenes
  作者：Mitchell Lee、Mary Nguyen、Chance Brandt、Werner Kaminsky、Gojko Lalic

  DOI：10.1002/anie.201709144

  日期：2017.12.4

  We have developed a catalytic method for the hydroalkylation of allenes using alkyl triflates as electrophiles and silane as a hydride source. The reaction has an excellent substrate scope and is compatible with a wide range of functional groups, including esters, aryl halides, aryl boronic esters, sulfonamides, alkyl tosylates, and alkyl bromides. We found evidence for a reaction mechanism that involves

  我们已经开发了一种催化方法，用于使用烷基三氟甲磺酸酯作为亲电子试剂和硅烷作为氢化物源的丙二烯加氢烷基化。该反应具有优异的底物范围，并且与各种官能团相容，包括酯，芳基卤化物，芳基硼酸酯，磺酰胺，烷基甲苯磺酸盐和烷基溴化物。我们发现了一种反应机制的证据，该反应机制涉及不寻常的双核铜盟友配合物作为催化中间体。这些配合物的异常结构为其意外的反应性提供了理论依据。