CAS: 1844-40-2; (2S,4R)-4-Hydroxypiperidine-2-Carboxylic Acid

该化合物是一种氨酸,其特点是环状结构,包括一个五人管状环,该化合物具有四方座的氢氧基(OH)和二方的箱状酸(COOH),有助于将其划为碳箱酸.这是一种手动分子,其特殊立体化学特征为2S,4R)配置,对其生物活动至关重要.L-proline在蛋白合成方面起着重要作用,并参与了各种代谢过程.由于蛋白质结构具有符合性的灵活性,该化合物具有稳定蛋白质结构的独特能力,特别是在科洛根地区.此外,该化合物在水中溶解,在标准条件下具有中等稳定性.该化合物的应用范围扩大到药物,在各种医学条件下,作为石化合成的建筑块和潜在治疗剂.

结构式图片

相似化合物

14228-16-1 653589-47-0 337464-25-2

上下游产品

cis-4-hydroxy-1,2-piperidinedicarboxylic acid 1-ethyl, 2-methyl ester 2-acetamido-6-O-acetyl-2,3,5-trideoxy-D,L-threo-hexono-1,4-lactone acetic acid methyl esteracetoxyacetic acid methyl ester (But-3-enyl-ethoxycarbonyl-amino)-hydroxy-acetic acid methyl ester (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxy-2-piperidinecarboxylic acid

合成工艺路线路线简述

    📜(3R)-5-(1,3-Dithian-2-yl)-3-Hydroxy-5-Phenylpentanenitrile置于platinum(Iv) Oxide Ruthenium(II) Chloride,4-二甲氨基吡啶,Sodium Periodate,Mercury(II) Perchlorate,氢气,Potassium Carbonate,三乙胺,Calcium Carbonate体系中,用 四氢呋喃,甲醇,四氯化碳,乙醇,二氯甲烷,水,乙腈 用作溶剂,化学反应 62.0H,反应生成(2S,4R)-顺式-4-羟基哌啶-2-羧酸
    参考文献:(2 S,4 R)-和(2 R,4 S)-4-羟基哌酸的新路线
    标题:(2 S,4 R)-和(2 R,4 S)-4-羟基哌酸的新路线
    摘要:顺式-4-羟基哌酸的两种对映体都是通过不对称合成制备的,使用(S)-或(R)-缩水甘油作为手性来源,并且涉及六元环状亚胺的立体选择性氢化.后者通过氰基β-羟基酮的还原和环化获得.
    Doi:10.1016/s0957-4166(99)00458-9

    海关参考信息

    专利信息


    专利号:WO-2016120890-A1
    优先权日:2015-01-30
    标题 :An enantioselective process for the synthesis of (2s,4r)-4-hydroxypipecolic acid
    发明人:SURYAVANSHI GURUNATH; KAMBLE ROHIT BALKRISHNA
    权利人:COUNCIL SCIENT IND RES
    摘要:The present invention relates to an improved process for synthesis of 4-hydroxy pipecolic acid. The present invention relates to an improved enantioselective process for the synthesis of (2S,4R)-4-hydroxypipecolic acid via Co(III) (salen)-catalyzed two stereocentered Hydrolytic Kinetic Resolution (HKR) of racemic 1,3-azido epoxide with good yields and high optical purity without any protecting groups. 10 31

    专利号:US-2023364251-A1
    优先权日:2020-08-06
    标 题:Methods for the synthesis of protein-drug conjugates
    发明人:BORCHARDT ALLEN; HUGHES ROBERT MICHAEL
    权利人:CIDARA THERAPEUTICS INC
    摘要:The present invention relates to intermediates and methods for synthesizing protein-drug conjugates that can be used for the treatment of diseases and related conditions.

    专利号:TW-202220698-A
    优先权日:2020-08-06
    标题:Methods for the synthesis of protein-drug conjugates

    专利号:EP-4192512-A1
    优先权日:2020-08-06
    标题 :Methods for the synthesis of protein-drug conjugates

    专利号:WO-2022032175-A1
    优先权日:2020-08-06
    标题 :Methods for the synthesis of protein-drug conjugates

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    合成参考文献


    参考文献:10.1007/bf01388174
    摘要:Couty F. Asymmetric syntheses of pipecolic acid and derivatives. Amino Acids. 1999;16(3-4):297–320. doi: 10.1007/bf01388174.
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