CAS: 188447-91-8; (S)-4-Methylbenzenesulfinamide

该化合物是一种有机硫酰胺衍生物,广泛用作非对称合成的多功能中间体.其主要优势包括高对称纯度,这对在立体选择性反应中制备手性辅助剂和螺母具有价值.在各种反应条件下,该化合物的稳健稳定性增强了其在有机转化中的效用,如合成二氧化物和其他含硫化合物.其定义明确的立体化学确保了可预测的再活动性,促进了催化和声光测量应用的精确控制.此外,(S)-4-甲基苯乙烯硫胺与一系列溶剂和试剂相容,在合成方法上提供了灵活性.这些特性使研究人员在制药和精细化学合成方面选择了一种首选方法.

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CAS号59203-01-9 4-甲磺酰基甲苯 | CAS号1517-82-4 (1R,2S,5R)-(-)-... | CAS号6873-55-8 4-甲基苯亚磺酰胺 | CAS号59153-43-4 (-)-tert-butyl ... | CAS号10439-23-3 4-甲基苯基亚硫酰氯 | CAS号847980-58-9 (S)-N-dihydr°Ci... | CAS号243671-40-1 N-dihydr°Cinnam... | CAS号824-79-3 对甲苯亚磺酸钠 | CAS号50444-99-0 (R)-(+)-对甲苯亚磺酸D-甲酯 | CAS号153277-49-7 (S)-(+)-对甲苯sulf... | CAS号1517-82-4 (1R,2S,5R)-(-)-... | CAS号174590-06-8 4-methyl-N-(2-m... | CAS号65461-41-8 4-methyl-N-(1-p...

合成工艺路线路线简述

    📜Methyl (S)-P-Toluenesulfinate置于lithium Hexamethyldisilazane,氯化铵体系中,用 甲苯,水 用作溶剂,化学反应 5.0H,以86%的收率获得(S)-(+)-对甲基苯亚磺酰胺
    参考文献:Practical And Highly Stereoselective Method For The Preparation Of Several Chiral Arylsulfinamides And Arylsulfinates Based On The Spontaneous Crystallization Of Diastereomerically Pure N-Benzyl-N-(1-Phenylethyl)-Arylsulfinamides
    标题:Practical And Highly Stereoselective Method For The Preparation Of Several Chiral Arylsulfinamides And Arylsulfinates Based On The Spontaneous Crystallization Of Diastereomerically Pure N-Benzyl-N-(1-Phenylethyl)-Arylsulfinamides
    摘要:A Novel And Simple Process For The Preparation Of Enantiomerically Pure (S(S))-Benzenesulfinamide (S(S))-3A,(S(S))-P-Toluenesulfinamide (S(S))-3B,(S(S))-P-Chloro-Benzenesulfinamide (S(S))-3C And (S(S))-P-Fluorobenzenesulfinamide (S(S))-3D Has Been Developed. The Treatment Of Arylsulfinyl Chlorides With (R)-N-Benzyl-1-Phenylethanamine In The Presence Of Excess Triethylamine Gave Diastereomeric Mixtures Of N-Benzyl-N-(1-Phenylethyl)-Arylsulfinamides 1,Which Underwent Spontaneous Crystallization To Furnish Diastereomerically Pure (R,S(S))-N-Benzyl-N-(1-Phenylethyl)-Arylsulfinamides (R,S(S))-1A-1D In 28%,29%,27% And 31% Yields,Respectively. The Diastereomerically Pure Compounds (R,S(S))-1 Were Then Converted Into Four Enantiopure (R(S))-Methyl Arylsulfinates (R(S))-2,And Finally Into Four Enantiopure (S(S))-Arylsulfinamides (S(S))-3 In Good Yields. (C) 2011 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Tetasy.2011.01.028

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    专利信息


    专利号:US-7078572-B2
    优先权日:2002-09-20
    标题:Process for the synthesis of intermediates useful for the synthesis of tubulin inhibitors
    发明人：KENDALL JOHN THOMAS
    权利人:WYETH CORP
    摘要:The invention is a process for the preparation of compounds of the Formula I: n nwhere R 1 , R 2 , R 3 , R 4 and R 5 are defined in the specification, which are intermediates useful for the preparation of tubulin inhibitors which are useful in the treatment of cancer.

    专利号:CA-2498759-A1
    优先权日:2002-09-20
    标 题 :Process for the synthesis of intermediates useful for the synthesis of tubulin inhibitors

    专利号:EP-1539682-A2
    优先权日:2002-09-20
    标题 :Process for the synthesis of intermediates useful for the synthesis of tubulin inhibitors

    专利号:US-2005288486-A1
    优先权日:2002-09-20
    标 题:Process for the synthesis of intermediates useful for the synthesis of tubulin inhibitors

    专利号:AU-2003299042-A1
    优先权日:2002-09-20
    标题:Process for the synthesis of intermediates useful for the synthesis of tubulin inhibitors

    专利号:JP-2006500407-A
    优先权日:2002-09-20
    标 题:Methods for the synthesis of intermediates useful for the synthesis of tubulin inhibitors

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    主要参考文献

    参考标题:Process For The Synthesis Of Intermediates Useful For The Synthesis Of Tubulin Inhibitors
    摘要:The Invention Is A Process For The Preparation Of Compounds Of The Formula I: 1 Where R 1 , R 2 , R 3 , R 4 And R 5 Are Defined In The Specification, Which Are Intermediates Useful For The Preparation Of Tubulin Inhibitors Which Are Useful In The Treatment Of Cancer.

    合成参考文献


    摘要:Chemla, F.; Ferreira, F.; Pérez-Luna, A., Science of Synthesis Knowledge Updates, (2012) 1, 445.
    摘要:Stankevič, M.; Pietrusiewicz, K. M., Science of Synthesis Knowledge Updates, (2013) 2, 371.
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