CAS: 51077-01-1; Tos-Pro-Oh

该化合物是一种专门化的磺酰激素派衍生物,主要用于有机合成和制药研究,其主要结构特征包括用4-甲基苯基硫磺酰胺组进行修改的活性脊柱,加强了其作为手性辅助剂或非对称合成中枢的效用.该复合物的优点包括:在培养蛋白抑制剂的过程中改进对双胞胎联动反应和潜在应用的立体化学控制.在各种反应条件下,其稳定性和与共同保护群体战略的兼容性使它成为合成化学家的一种宝贵工具.该螺旋体的存在还有利于进一步发挥作用,扩大其在药用化学和催化剂设计中的范围.

结构式图片

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101555-62-8 1148-11-4 147-85-3

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CAS号98-59-9 对甲苯磺酰氯(PTSC) | CAS号147-85-3 脯氨酸 | CAS号147-85-3 脯氨酸

合成工艺路线路线简述

    N-Tosyl-L-Prolyl Chloride置于sodium Hydroxide,三乙胺体系中,用 四氢呋喃,二氯甲烷 作为反应溶剂,化学反应 24.5H,反应生成 1-(甲苯-4-磺酰基)-吡咯烷-2-羧酸
    参考文献:Preparation Of Both Enantiomers Of 1-Allyl-1,2,3,4-Tetrahydro-β-Carboline Using Allyltin Reagents And A Chiral Auxiliary Derived From L-Proline
    标题:Preparation Of Both Enantiomers Of 1-Allyl-1,2,3,4-Tetrahydro-β-Carboline Using Allyltin Reagents And A Chiral Auxiliary Derived From L-Proline
    摘要:Beta-Carboline,Which Had An Acyl Group Derived From L-Proline At The 9-Position,Reacted With Allyltributyltin And 2,2,2-Trichloroethyl Chloroformate,To Afford An 1-Allyl-1,2-Dihydro-Beta-Carboline Derivative In A Diastereo Selective Manner. The Chiral Acyl Group At N-9 Was Readily Eliminated By Aqueous Alkali To Give A Corresponding Carboxylic Acid. The Formed 1-Allyl-1,2-Dihydro-Beta-Carboline Was Transformed Via Two Reduction Steps To 1-Alkyl-1,2,3,4-Tetrahydro-Beta-Carboline In High Ee. When The Allylation Was Carried Out Using Tetraallyltin Instead Of Allyltributyltin,The Stereoselectivity Was Reversed,And The Antipode Of The Allyl Adduct Was Obtained In High Yield And Ee In The Presence Of Tin(Iv) Tetraiodide. Thus,It Was Found That Both Enantiomers Of 1-Allyl-Beta-Carboline Were Obtained In Good Enantioselectivities By The Use Of The Same Chiral Auxiliary. (C) 2001 Elsevier Science Ltd. All Rights Reserved.
    DOI:10.1016/s0040-4020(01)00684-6

    海关参考信息

    专利信息


    专利号:US-10030003-B2
    优先权日:2014-09-10
    标 题:Synthesis of isoflavanes and intermediates thereof
    发明人:BELIAEV NIKOLAI; SHAFRAN YURI
    权利人:SYSTEM BIOLOGIE AG
    摘要:Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.

    专利号:US-2006148046-A1
    优先权日:2004-12-31
    标题 :Enzymatic process for the preparation of an intermediate compound and use thereof for the synthesis of tamsulosin hydrochloride

    专利号:CA-2960437-A1
    优先权日:2014-09-10
    标 题 :Synthesis of isoflavanes and intermediates thereof

    专利号:US-2017283389-A1
    优先权日:2014-09-10
    标题 :Synthesis of Isoflavanes and Intermediates Thereof

    专利号:WO-2024216095-A1
    优先权日:2023-04-13
    标 题 :Synthesis of mavorixafor and intermediates thereof
    发明人:SEKIRNIK ANGELINA ROBERTA; TAVERAS ART; HANSELMANN ROGER; GAO FENG; ZHAO ZHIGANG
    权利人:X4 PHARMACEUTICALS INC
    摘要:The present invention relates to methods for synthesizing the C-X-C receptor type 4 (CXCR4) inhibitor mavorixafor and to intermediates thereto.

    专利号:WO-2006070285-A2
    优先权日:2004-12-31
    标题 :Enzymatic preparation of an intermediate compound for the synthesis of tamsulosin
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    主要参考文献

    参考标题:Allylation Of Aldehydes And Imines: Promoted By Reuseable Polymer-Supported Sulfonamide Of N-Glycine
    作者:Gui-Long Li,Gang Zhao |发布日期:2006.2.1
    摘要:[reaction: See Text] A Allylation Of Aldehydes And Imines (Generated In Situ From Aldehydes And Amines) With Allyltributyltin Promoted By Recoverable And Reusable The Polymer-Supported Sulfonamide Of N-Glycine Has Been Developed. Good To High Yields Were Obtained In Various Cases. Most Of The Snbu(3) Residue Can Be Recovered As Bu(3)Sncl. Highly Stereoselective Synthesis Of N-Boc-(2S,3S)-3-Hydroxy-2-Phenylpiperidine

    合成参考文献


    摘要:Forgione, P.; Fader, L. D., Science of Synthesis, (2008) 36, 556.
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