CAS: 595-40-4; (S)-2-Amino-2-Methylbutanoic Acid

该化合物是一种氨基酸,是valine的结构性异构体,因其分支链结构,包括异丙基化合物组,被归类为非极性,脂性氨基酸,其特征是水分恐惧性,使其在水中的溶解性比更多的极地氨基酸要小,在蛋白合成中发挥作用,并可在各种生物系统中找到,尽管它不是通常纳入蛋白质的标准氨基酸之一.异丙酸可以存在于L-和D-形式中,而L-形式是生物活性异构体,其独特的结构有助于其在生物化学途径中的具体互动,及其在研究和工业中的潜在应用,特别是在制药和生物技术领域.此外,异丙烯可以通过各种化学方法,包括酶过程合成,并有兴趣于代谢途径和氨基酸代谢的研究.

结构式图片

相似化合物

43177-22-6 595-39-1 857478-30-9

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合成工艺路线路线简述

    📜2-氨基-2-甲基丁酸乙酯置于水,Sodium Hydroxide体系中,用 乙醇 作为反应溶剂,化学反应 4.0H,以90%的收率获得产物l-异缬氨酸
    参考文献:一种高手性选择性合成α-双取代α-氨基酸的方法
    标题:一种高手性选择性合成α-双取代α-氨基酸的方法
    摘要:本发明公开了一种高手性选择性合成α‑双取代α‑氨基酸的方法,其特征在于:包括以下步骤:步骤一,S‑叔丁基亚磺酰胺或r‑叔丁基亚磺酰胺,R‑β取代丙酮酸乙酯,钛酸四乙酯在四氢呋喃溶剂中,反应得到化合物c;步骤二,化合物c和烷基取代的溴化镁在二甲基锌的催化下在四氢呋喃中得到化合物e;步骤三,化合物e在氯化铵和无水氯化氢的作用下得到化合物f;步骤四,化合物f在氢氧化钠的乙醇水溶液中水解得到化合物g的盐酸盐,然后通过离子交换得到化合物g.本发明大大提高了反应的手性选择性反应,且本方法工艺简洁,原料廉价易得,操作简便,极适合于工业化大生产,具有十分广泛的工业化应用前景和市场价值.

    海关参考信息

    专利信息


    专利号:WO-9517903-A1
    优先权日:1993-12-28
    标 题:Modular design and synthesis of oxazolone-derived molecules
    发明人:HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
    权利人:ARQULE PARTNERS L P; HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
    摘要:The design and synthesis of novel oxazolone-derived molecular modules and the use of the modules in the construction of new molecules and fabricated materials is disclosed. The new molecules and fabricated materials are molecular recognition agents useful in the design and synthesis of drugs, and have applications in separations and materials science.

    专利号:US-2023212788-A1
    优先权日:2020-03-26
    标 题:New method for automated on-demand biomolecular array synthesis
    发明人:ZHANG YIXIN; LIN WEILIN
    权利人:UNIV DRESDEN TECH
    摘要:The invention provides an amphiphilic coating for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, comprising a hydrophilic chemical structure and a lipophilic group, wherein said peptides and small molecular compounds differ from spot to spot from each other in the chemical structure, characterized in that said amphiphilic coating possesses low wettability to polar aprotic solvents used in the array synthesis; said amphiphilic coating possessing low wettability is designed that it can be converted to a coating possessing high wettability by hydrolysis of the lipophilic group; and said amphiphilic coating comprises an amino group for the reaction with an electrophilic reagent. The invention further provides a solid support comprising said amphiphilic coating and a method for method for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, wherein said planar surface of a solid support comprises said amphiphilic coating. Said method includes the enhancing of the wettability of a glass surface to organic solvents to realize automated on-demand biomolecular array synthesis comprising both, peptides and small molecular compounds. The amphiphilic surface can be switched to a hydrophilic surface, resulting in high density arrays suitable for protein- and cell-based screening.

    专利号:US-2023111600-A1
    优先权日:2019-12-17
    标题 :Polymeric fatty acid compounds for the treatment of fibrous amino acid-based substrates, especially hair
    发明人:WAGNER ROLAND; STREICHER KATHARINA; ROHMANN LAURA; WENSKE CHRISTIAN; HAVELI SHRUTISAGAR DATTATRAYA
    权利人:MOMENTIVE PERFORMANCE MAT GMBH
    摘要:The present invention is directed at mono-, di- or polyquaternary ammonium compounds of the formula (I) wherein x is 1 to 50, and F can be the same or different and is represented by the general formula (II) wherein at least one of the optionally substituted and optionally functional-group-containing hydrocarbon radicals R 1 , R 2 , R 3 , R 4 or R 5 contains at least one estolide moiety comprising two or more ester or amide moieties. The invention also relates to a process for the synthesis of such compounds, the use of the compounds in cosmetic formulations for skin and hair care, cosmetic compositions for the treatment of fibers, and compositions containing one or more of the compounds for the treatment of hair.

    专利号:US-9453037-B2
    优先权日:2011-07-28
    标 题 :Methylphenidate-prodrugs, processes of making and using the same
    发明人:GUENTHER SVEN; CHI GUOCHEN; BERA BINDU; MICKLE TRAVIS; BERA SANJIB
    权利人:KEMPHARM INC; KEMPHARM INC
    摘要:The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.

    专利号:US-2025074851-A1
    优先权日:2021-04-12
    标 题:Low temperature synthesis of carbonyl-containing molecules by depolymerization of bisphenol a-based polycarbonates
    发明人:OLAZABAL LOREA ION; JEHANNO CORALIE; SARDON MUGURUZA HARITZ; BASTERRETXEA GOROSTIZA ANDERE
    权利人:UNIV DEL PAIS VASCO/EUSKAL HERRIKO UNIBERTSITATEA; BASQUE CENTER FOR MACROMOLECULAR DESIGN AND ENG POLYMAT FUNDAZIOA
    摘要:The present invention refers to a process for preparing carbonyl-containing compounds of formula (Ia), (Ib) or (Ic): n n n n n n n n n n from Bisphenol A-based Polycarbonate and appropriate nucleophiles in the presence of imidazole or a derivative thereof as catalyst and an organic solvent.

    专利号:US-7060818-B2
    优先权日:2003-02-21
    标题:Synthesis of macrocyclic tetraamido compounds and new metal insertion process
    发明人:HORWITZ COLIN P; GHOSH ANINDYA
    权利人:UNIV CARNEGIE MELLON
    摘要:An improved method of synthesizing a macrocyclic tetraamido compound includes protecting the amino portion of an amino carboxylic acid to form a protected amino carboxylic acid; exposing the protected amino carboxylic acid to a first solvent, preferably a hydrocarbon solvent, such as toluene or 1,2-dichloroethane, dichloromethane, dibromomethane and 1,2-dibromoethane. The carboxylic acid portion of the protected amino carboxylic acid is then converted to an activated carboxylic acid by one of esterification or acid halide formation, to form a protected amino activated carboxylic acid derivative. The protected amino activated carboxylic acid derivative is reacted with a diamine in the presence of a second solvent, such as THF or ,2-dichloroethane, dichloromethane, dibromomethane and 1,2-dibromoethane, to form a protected diamide diamine intermediate. Following deprotection, the diamide diamine intermediate is reacted with an activated diacid, such as an activated malonate, oxalate or succinate derivative to form the macrocyclic tetraamido compound. The macrocyclic tetraamido compound may further be complexed with a transition metal.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Kojo S. S-Isovaline Contained in Meteorites, Induces Enantiomeric Excess in D,L-glutamic Acid During Recrystallization. Orig Life Evol Biosph. 2015 Jun;45(1-2):85-91. doi: 10.1007/s11084-015-9407-8. Epub 2015 Mar 11. doi: 10.1002/cbdv.201300086. doi: 10.1002/cbdv.200900287. doi: 10.1007/s11084-009-9162-9. Epub 2009 Mar 24. Erratum in: Orig Life Evol Biosph. 2009 Dec;39(6):599. doi: 10.1073/pnas.0811618106. Epub 2009 Mar 16.
    6: Vandenabeele-Trambouze O, Geffard M, Bodet D, Despois M, Dobrijevic M, Loustalot MF, Commeyras A. Antibodies directed against L and D isovaline using a chemical derivatizing reagent for the measurement of their enantiomeric ratio in extraterrestrial samples: first step-production and characterization of antibodies. Chirality. 2002 Jun;14(6):519-26.

    合成参考文献


    摘要:Hall, M.; Faber, K.; Tasnádi, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 307.
    参考文献:10.1023/a:1006544203107
    摘要:Bonner WA, Mayo Greenberg J, Rubenstein E. The Extraterrestrial Origin of the Homochirality of Biomolecules – Rebuttal to a Critique. Origins of Life and Evolution of Biospheres. 1999 Mar;29(2):215–9. doi: 10.1023/a:1006544203107.
    参考文献:10.1007/s00239-019-09897-1
    摘要:Tamura K. Perspectives on the Origin of Biological Homochirality on Earth. Journal of Molecular Evolution. 2019 Jun 28;87(4-6):143–6. doi: 10.1007/s00239-019-09897-1.
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