CAS: 947725-04-4; 4-Tert-Butyl-2,6-Dimethylphenylsulfur Trifluoride

该化合物是一种专门的氟化试剂,用于有机合成,特别是用于将酒精,碳基化合物和其他功能组转化为相应的氟化衍生物,其芳香环在水化工艺中可增强稳定性,减少侧反应,改进选择性.试剂因其在温和条件下引入氟化原子的效率而备受珍视,使其适合敏感基质.其坚固的结构还确保了更好的处理和储存,而相对更具活性氟化剂而言,这种化合物在制药和农用化学研究中特别有用,因为精确的氟化对于改变生物活性和代谢稳定性至关重要.

结构式图片

相似化合物

70823-04-0 567-60-2 1240256-89-6

欧盟法规

C&L通报

上下游产品

bis(4-tert-butyl-2,6-dimethylphenyl) disulfide 5-tert-Butyl-m-xylene 2-fluoroethyl 4-tert-butyl-2,6-dimethylbenzenesulfinate 1-(4-tert-butyl-2,6-dimethylphenylsulfinyl)-3-fluoropyrrolidine (2S,4S)-N-(4-tert-butyl-2,6-dimethylphenylsulfinyl)-4-fluoro-2-(methoxycarbonyl)pyrrolidine acetyl fluoride

合成工艺路线路线简述

  • 68819-90-9 = 947725-04-4
    反应条件:1.1 Reagents: Bromine,Potassium Fluoride Solvents: Acetonitrile; 0 °C; 2 H,0 °C; 4 H,0 °C -> Rt
    标题:Method Of Synthesis Of Arylsulfur Trifluorides And Use As In Situ Deoxofluorination Reagent
    参考文献:United States]

    68819-90-9 = 947725-04-4
    反应条件:1.1 Reagents: Silver Fluoride (Agf2); 20 Min,35 - 40 °C; 30 Min,Rt; 5 Min,Rt -> Reflux
    标题:Preparation Of Substituted Phenylsulfur Trifluorides And Like Fluorinating Agents
    参考文献:United States]

    68819-90-9 = 947725-04-4
    反应条件:1.1 Reagents: Chlorine,Potassium Fluoride Solvents: Acetonitrile; 52 Min,10 °C
    标题:Discovery Of 4-Tert-Butyl-2,6-Dimethylphenylsulfur Trifluoride As A Deoxofluorinating Agent With High Thermal Stability As Well As Unusual Resistance To Aqueous Hydrolysis,And Its Diverse Fluorination Capabilities Including Deoxofluoro-Arylsulfinylation With High Stereoselectivity
    作者:Umemoto,Teruo; Singh,Rajendra P.; Xu,Yong; Saito,Norimichi
    参考文献:Journal Of The American Chemical Society 日期:2010 卷标:132(51) 页码:18199-18205]

    68819-90-9 = 947725-04-4
    反应条件:1.1 Reagents: Bromine,Potassium Fluoride Solvents: Acetonitrile; 0 °C; 2 H,0 °C
    标题:Arylsulfur Trifluorides: Improved Method Of Synthesis And Use As In Situ Deoxofluorination Reagents
    作者:Xu,Wei; Martinez,Henry; Dolbier,William R. Jr.
    参考文献:Journal Of Fluorine Chemistry 日期:2011 卷标:132(7) 页码:482-488]

    68819-90-9 = 947725-04-4
    反应条件:1.1 Reagents: Potassium Fluoride; 30 Min1.2 Reagents: Chlorine Solvents: Acetonitrile; Cooled; 148 Min; Rt; Overnight,Rt
    标题:Preparation Of Substituted Phenylsulfur Trifluorides Useful As Fluorinating Agents
    参考文献:United States
1-叔丁基-3,5-二甲苯置于二氯化二硫,Potassium Fluoride,氯,溶剂黄146,Zinc(II) Chloride体系中,用 乙腈 作为反应溶剂,化学反应 6.87H,反应生成 4-叔丁基-2,6-二甲基苯基三氟化硫
参考文献:发现 4-叔丁基-2,6-二甲基苯基硫三氟化物作为一种具有高热稳定性和不寻常的耐水水解性的脱氧氟化剂,及其多样化的氟化能力,包括具有高立体选择性的脱氧氟-芳基亚磺酰化
标题:发现 4-叔丁基-2,6-二甲基苯基硫三氟化物作为一种具有高热稳定性和不寻常的耐水水解性的脱氧氟化剂,及其多样化的氟化能力,包括具有高立体选择性的脱氧氟-芳基亚磺酰化
摘要:学术和工业领域都非常需要多功能,安全,货架稳定和易于处理的氟化剂,因为由于氟原子的独特作用,氟化化合物在许多领域引起了相当大的兴趣,例如药物发现当结合到分子中时.本文描述了许多取代且热稳定的三氟化苯硫的合成,性质和反应性,特别是 4-叔丁基-2,6-二甲基苯硫三氟化物(fluolead,1K),作为一种结晶固体,在接触时具有惊人的高稳定性与当前的试剂(例如 Dast 及其类似物)相比,具有水和作为脱氧氟化剂的优越效用.1K 上的取代基在热稳定性和水解稳定性,氟化反应性,并阐明了它所经历的高产氟化机理.除了醇,醛和可烯醇化酮的氟化外,1K 还可以高产率顺利地将不可烯醇化的羰基转化为 Cf(2) 基团,将羧基转化为 Cf(3) 基团.1K 还以高产率分别将 C(=s) 和 Ch(3)Sc(=s)O 基团转化为 Cf(2) 和 Cf(3)O 基团.此外,1K 可实现二醇和氨基醇的高度立体选择性脱
DOI:10.1021/ja106343H

海关参考信息

专利信息


专利号:US-12312325-B2
优先权日:2022-03-01
标 题:Methods and compounds useful in the synthesis of an AAK1 inhibitor
发明人:CHEN TAO; WU WENXUE; YAN JUN; ZENG XIANGLU; ZHAO MATTHEW MANGZHU
权利人:LEXICON PHARMACEUTICALS INC
摘要:Methods for the synthesis of (S)-1-((2′,6-bis(difluoromethyl)-[2,4′-bipyridin]-5-yl)oxy)-2,4-dimethylpentan-2-amine and salts thereof are disclosed, as well as compounds useful therein.

专利号:WO-2025132814-A1
优先权日:2023-12-21
标 题:Novel synthesis of methyl-2-fluoroacrylate
发明人:BRUNKE JESSICA; FISCHER MICHAEL; WÖSSNER JAN STEPHAN
权利人:VIFOR INT AG
摘要:The present invention relates to novel synthesis methods of methyl 2-fluoroacrylate (MFA) which is a key precursor for the production of Veltassa® (Patiromer). The methods according to the invention are conducted by reacting an α-substituted β-hydroxy propionic acid derivative (I) via one or more intermediate steps involving one or more α-, β-substituted propionic acid derivatives (II) to obtain MFA (III).

专利号:WO-2018134343-A1
优先权日:2017-01-19
标题 :Synthesis of phosphoramidates
发明人:WILHELM THORSTEN; SCHÖNE OLGA
权利人:SANDOZ AG
摘要:The present invention is directed to a compound of formula (III), its preparation and to its use for the preparation of a compound of formula (IV). The present invention hence is directed to a process for the preparation of compound of formula (III) and for the preparation of a compound of formula (IV) from a compound of formula (III) via reduction of the compound of formula (III). The present invention is further directed to intermediate compounds for preparing the compound of formula (III) and hence compound of formula (IV).

专利号:US-12077552-B2
优先权日:2021-09-14
标 题:Synthesis of fluoroalkyl tin precursors
发明人:KUIPER DAVID
权利人:ENTEGRIS INC
摘要:The invention provides certain fluorinated alkyl tin compounds which are believed to be useful in the vapor deposition of tin-containing films onto the surface of microelectronic device substrates. Also provided are processes for the preparation of the precursor compounds and processes for the use of such compounds in the deposition of tin-containing films onto microelectronic device substrates.

专利号:US-2012083627-A1
优先权日:2010-10-01
标 题:Method of Synthesis of Arylsulfur Trifluorides and Use as in situ Deoxofluorination Reagent
发明人:DOLBIER JR WILLIAM R; XU WEI
权利人:DOLBIER JR WILLIAM R; XU WEI; FLUOROTECH LLC; OAKWOOD PRODUCTS INC
摘要:The invention is a method of synthesizing Arylsulfur Trifluorides, such as Fluolead, by reacting BR 2 and KF (or suitable alkali metal fluoride) in acetonitrile (or other suitable solvent). The invention also comprises using the Fluolead (or its substitutes), thus prepared, in situ as deoxofluorination reagents with a suitable aldehyde, ketone, or alcohol such as one selected from the group consisting of benzaldehyde Benzaldehyde, p-Bromobenzaldehyde, p-Tolualdehyde, Acetophenone, 2-Butanone, or Isobutyraldehyde, wherein the mixture is heated to reflux until completion. The respective products are then isolated after extraction by hexane and destruction of the sulfinyl fluoride co-product.

专利号:US-2014046086-A1
优先权日:2012-08-10
标题:Process for the preparation of tafluprost and intermediates thereof
发明人:WEN WEN-HSIEN
权利人:SCINOPHARM CHANGSHU PHARMACEUTICALS LTD
摘要:The present invention provides efficient, economical and environmental friendly methods for synthesis of prostaglandin analogs including tafluprost and intermediates thereof. The invention involves a selective oxidation using in situ boronate ester protection and a unique crystallization method to remove the undesired isomers of fluorinated intermediates.
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主要参考文献

[参考文献]: Teruo Umemoto, Et Al. Discovery Of 4-Tert-Butyl-2,6-Dimethylphenylsulfur Trifluoride As A Deoxofluorinating Agent With High Thermal Stability As Well As Unusual Resistance To Aqueous Hydrolysis, And Its Diverse Fluorination Capabilities Including Deoxofluoro-Arylsulfinylation With High Stereoselectivity. J Am Chem Soc. 2010 Dec 29;132(51):18199-205.

合成参考文献


摘要:Wu, S.; Song, H.; Hu, M., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 49.
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