三氟甲磺酸苄酯 | 17674-16-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 三氟甲磺酸苄酯
• 英文名称: benzyl triflate
• 英文别名: benzyl trifluoromethanesulfonate
• CAS: 17674-16-7
• 化学式: C₈H₇F₃O₃S
• 分子量: 240.203
• InChiKey: QHTRLHAGKRCHKW-UHFFFAOYSA-N

物化性质

• 沸点：
  253.1±40.0 °C(Predicted)
• 密度：
  1.446±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸苄酯 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Regiospecific Synthesis of N-Alkyl-4- and 5-Substituted Imidazoles

  摘要：

  A facile regiospecific synthesis of 4- and 5-substituted N-alkyl imidazoles has been developed from N-trimethylsilyloxyethyl-imidazole(s). The method combines directed metallation with alkyl triflate mediated imidazole quaternization and SEM group cleavage.

  DOI：

  10.3987/com-94-6926
• 作为产物：
  描述：

  N-苯基三氟甲磺酸甲胺 在 sodium hydroxide 、 dinitrogen tetraoxide 、 sodium carbonate 作用下， 以 氘代氯仿 为溶剂， 生成 三氟甲磺酸苄酯
  参考文献：
  名称：

  Alkyl diazonium ion pairs and deamination. Part 45. The preparation of carbonium ions and other high-energy alkylating agents under mild conditions

  摘要：

  DOI：

  10.1021/ja00219a082

文献信息

• Development of Triazine-Based Benzylating Reagents Possessing <i>t</i>-Butyl Group on the Triazine Core: Thermally Controllable Reagents for the Initiation of Reaction
  作者：Yukiko Karuo、Kohei Yamada、Munetaka Kunishima

  DOI：10.1248/cpb.c17-00897

  日期：——

  Benzylating reagents, 4-(4,6-di-t-butyl-1,3,5-triazin-2-yl)-4-benzylmorpholinium triflate, and related derivatives have been developed. The reagents release benzyl triflate as a benzyl cation equivalent upon heating the solution to 40°C under neutral conditions. The O-benzylation of alcohols using a stoichiometric amount of these reagents afforded corresponding benzyl ethers in good to high yields

  已经开发了三氟甲磺酸酯化试剂，4-（4,6-二叔丁基-1,3,5-三嗪-2-基）-4-苄基吗啉鎓及其相关衍生物。在中性条件下将溶液加热至40°C时，试剂会释放出三氟甲磺酸苄酯（苄基阳离子当量）。使用化学计量的这些试剂的醇的O-苄基化以良好或高收率提供了相应的苄基醚。这是由于这些试剂的三嗪环上存在庞大的叔丁基，从而阻止了三氟甲磺酸苄酯通过与吗啉代三嗪衍生物的副反应而消耗。
• Triazolopyrimidine cannabinoid receptor 1 antagonists
  申请人：Wu Gang

  公开号：US20060287341A1

  公开（公告）日：2006-12-21

  The present application describes compounds according to both Formulas I and II, pharmaceutical compositions comprising at least one compound according to either Formula I or II and optionally one or more additional therapeutic agents, and methods of treatment using the compounds according to Formulas I and II both alone and in combination with one or more additional therapeutic agents. The compounds have the following general formulas: including all prodrugs, solvates, pharmaceutically acceptable salts and stereoisomers, wherein R 1 , R 2 , R 3 , R 4 and R 5 are described herein.

  本申请描述了根据公式I和II的化合物，包括至少一种符合公式I或II的化合物的药物组合物，以及可选地包括一种或多种额外治疗剂的药物组合物，并且使用根据公式I和II的化合物进行治疗的方法，无论是单独使用还是与一种或多种额外治疗剂结合使用。这些化合物具有以下一般公式：包括所有的前药、溶剂化合物、药用可接受盐和立体异构体，其中R1、R2、R3、R4和R5如本文所述。
• Novel benzothienyl or indole derivatives, preparation and use thereof as inhibitors of prenyl transferase proteins
  申请人：——

  公开号：US20040204417A1

  公开（公告）日：2004-10-14

  The invention concerns compounds of general formula (1), wherein, in particular; W represents H, SO 2 R 5 . CO(CH 2 ) n R 5 , (CH 2 ) n R 6 , CS(CH 2 ) n R 5 ; X represents S or NH; Y represents (CH 2 ) p , CO, (CH 2 ) p CO, CH═CH—CO; Z represents a hetcrocycle, imidazole, benzimidazole, isoxazole, tetrazole, oxadiazole, thiadazole, pyridine, quinazoline, quinoxaline, quinoline, thiophene; R 1 represents COOR 6 , CONR 6 R 7 , CO—NH—CH(R 6 )—COOR 7 , CH 2 NR 6 R 7 , CH 2 OR 6 , (CH 2 ) p R 6 , CH═CHR 6 ; R 2 represents in particular hydrogen, C 1 -C 10 alkyl, a substituted or unsubstituted phenyl; R 5 and R 6 represents hydrogen, C 1 —C 6 alkyl; R 5 represents a substituted or unsubstituted phenyl or naphthyl; R 6 and R 7 , identical or different, represent hydrogen, C 1 —C 15 alkyl, a hetcrocycle. an aryl; n represents 0 to 10; p represents 1 to 6. 1

  该发明涉及一般式（1）的化合物，其中，特别是；W代表H，SO2R5.CO(CH2)nR5，(CH2)nR6，CS(CH2)nR5；X代表S或NH；Y代表(CH2)p，CO，(CH2)pCO，CH═CH—CO；Z代表杂环，咪唑，苯并咪唑，异噁唑，四唑，噁二唑，硫唑，吡啶，喹唑啉，喹喔啉，喹啉，噻吩；R1代表COOR6，CONR6R7，CO—NH—CH(R6)—COOR7，CH2NR6R7，CH2OR6，(CH2)pR6，CH═CHR6；R2特指氢，C1-C10烷基，取代或未取代苯基；R5和R6代表氢，C1—C6烷基；R5代表取代或未取代苯基或萘基；R6和R7，相同或不同，代表氢，C1—C15烷基，杂环，芳基；n表示0到10；p表示1到6。
• Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio‐ and Stereoselective Synthesis of Trifluoromethoxylated Alkenes
  作者：Zhichao Lu、Tatsuya Kumon、Gerald B. Hammond、Teruo Umemoto

  DOI：10.1002/anie.202104975

  日期：2021.7.12

  The trifluoromethoxy group has elicited much interest among drug and agrochemical discovery teams because of its unique properties. We developed trifluoromethyl nonafluorobutanesulfonate (nonaflate), TFNf, an easy-to-handle, bench-stable, reactive, and scalable trifluoromethoxylating reagent. TFNf is easily and safely prepared in a simple process in large scale and the nonaflyl part of TFNf can easily

  三氟甲氧基因其独特的性质而引起了药物和农用化学品发现团队的极大兴趣。我们开发了九氟丁烷磺酸三氟甲酯 (nonaflate) TFNf，这是一种易于操作、实验室稳定、反应性且可扩展的三氟甲氧基化试剂。 TFNf可以通过简单的工艺轻松、安全地大规模制备，并且TFNf的九氟部分在使用后可以很容易地以九氟氟化物的形式回收并循环利用。通过对卤代炔、炔基酯和炔基砜等炔衍生物进行高区域和立体选择性氢（卤）三氟甲氧基化，各种三氟甲氧基化烯烃的合成展现了 TFNf 的合成潜力。三氟甲磺酸烷基酯/溴化物和伯/仲醇的高产率且顺利的亲核三氟甲氧基化进一步凸显了 TFNf 的合成优点。
• Nickel-Catalyzed Reductive Benzylation of Aldehydes with Benzyl Halides and Pseudohalides
  作者：Farhad Panahi、Marzieh Bahmani、Nasser Iranpoor

  DOI：10.1002/adsc.201400970

  日期：2015.4.13

  benzylation of aromatic and aliphatic aldehydes with benzylic halides is reported using a nickel/zinc catalyst system. In addition to benzylic halides, the first report on the addition of benzylic triflates, acetates, tosylates and tritylates to aldehydes is also presented. By this new method a range of alcohols was synthesized efficiently from aldehydes and benzylic substrates at room temperature in moderate

  据报道，使用镍/锌催化剂体系可将芳族和脂族醛与苄基卤化物进行还原性苄基化反应。除苄基卤化物外，还首次报道了向醛中添加苄基三氟甲磺酸酯，乙酸酯，甲苯磺酸酯和三苯甲酸酯的方法。通过这种新方法，可以在室温下从醛和苄基底物中高效合成中度到高产率的多种醇。温和的反应条件和良好的官能团耐受性使这种镍催化的方法可用于合成各种苄醇。