CAS: 39994-70-2; (2S,3R)-Ethyl 2-Amino-3-Hydroxybutanoate Hydrochloride

该化合物是一种血清的手性酯衍生物,由于其立体化学纯度和功能多功能性,通常用于制药和有机合成,盐能增强稳定性和溶性,使之适合浸渍合成和不对称催化.其定义的(2R,3R)配置确保反应中的对等选择性,特别是在生物活性化合物的准备中.乙酯组在酯化和转基因过程中提供更好的再活性.该化合物因其质量一贯而具有价值,成为医药化学和精细化学应用的可靠中间体.建议在惰性条件下适当处理,以保持其完整性.

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5854-78-4 33645-24-8 15260-11-4

合成工艺路线路线简述

    乙醇,L-苏氨酸置于氯化亚砜体系中,化学反应 17.0H,以92%的收率获得产物l-苏氨酸乙酯盐酸盐
    参考文献:Synthesis And Characterization Of Tailorable Biodegradable Thermoresponsive Methacryloylamide Polymers Based On L-Serine And L-Threonine Alkyl Esters
    标题:Synthesis And Characterization Of Tailorable Biodegradable Thermoresponsive Methacryloylamide Polymers Based On L-Serine And L-Threonine Alkyl Esters
    摘要:A Series Of Monomers Based On The Methyl,Ethyl,And Isopropyl Esters Of N-Alpha-(Methacryloyl)-Serine And-Threonine Were Synthesized,And Used In An Aibn-Initiated Radical Polymerization Reaction To Yield Polymers With An M-N Ranging Between 6.6 And 23.8 Kda. The Newly Synthesized Polymers Showed Lcst Behavior In Aqueous Solution That Could Be Tailored By Subtle Variations Of The Hydrophobicity Of The Monomers To Obtain A Broad Range Of Cloud Points Between 1.5 And >100 Degrees C. According To HPLC,The Hydrolytic T(1/2)-Values (Ph 7.4 At 37 Degrees C) Of The Monomers Were Found To Be 5,12,And 40 Days Of The Methyl,Ethyl,And Isopropyl Esters,Respectively,While The Hydrolysis Rate Of Poly[m-Alpha-(Methacryloyl)-Ser-Ome] And Poly[n-Alpha-(Methacryloyl)-Thr-Ome] Was Found To Be Significantly Lower Compared To The Corresponding Monomers. In Order To Obtain Thermoresponsive Nanoparticles,N-Alpha-(Methacryloyl)-Thr-Oet Was Polymerized With (Peg Monomethyl Ether 5000)(2)-Abcpa As Macroinitiator To Yield An Amphiphilic Block Co-Polymer,Poly[n-Alpha-(Methacryloyl)-Thr-Oet]-B-(Peg Monomethyl Ether 5000),Which Forms Particles Of 300 Nm At A Temperature Higher Than Its Cloud Point Of 24 Degrees C. Incubation At Physiological Conditions Induced Ester Hydrolysis Resulting In A Destabilization Of The Particles Making These Particles Suitable For Drug Delivery Purposes. (C) 2010 Elsevier Ltd. All Rights Reserved.
    DOI:10.1016/j.Polymer.2010.04.010

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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

    合成参考文献


    摘要:Compound: L-Threonine, ethyl ester, hydrochloride (1:1)
    摘要:Compound: Threonine, ethyl ester, hydrochloride (1:1)
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