CAS: 81132-44-7; 2-Methyl-D-Serine

该化合物是一种氨酸衍生物,其结构上与自然产生的氨基酸精液相似,在第二碳上可替代一个甲基组,该化合物被归类为非蛋白性氨基酸,这意味着在翻译过程中未将其纳入蛋白质中,它拥有一个氢氧(-OH)组和一个氨基(-NH2)组,它们有助于水中的极性与溶解性.该甲基组的存在可影响其生物化学特性,有可能影响其在代谢途径中的作用以及与酶或受体的相互作用. 2-M乙基-D-serine可能参与各种生物过程,包括...

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相似化合物

16820-18-1 89500-37-8 207117-28-0

上下游产品

5-hydroxymethyl-5-methyl-imidazolidine-2,4-dione formaldehyd L-alanin (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (S)-2-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-propionic acid (R)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxy-propanoic acid (S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester (R)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester

合成工艺路线路线简述

  • 356048-04-9 = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Enantioselective Synthesis Of (S)- And (R)-α-Methylserines: Application To The Synthesis Of (S)- And (R)-N-Boc-N,O-Isopropylidene-α-Methylserinals
    作者:Avenoza,A.; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2001 卷标:12(6) 页码:949-957]

    = 81132-44-7 [标题:Reaction Conditions
    标题:Product Subclass 7: 2-Aminoalkanoic Acids (α-Amino Acids)
    作者:Wolkenberg,S. E.; Et Al
    参考文献:Science Of Synthesis 日期:2006 卷标:20 页码:385-482]

    = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 4 H,90 °C1.2 Reagents: (+/-)-Propylene Oxide Solvents: Ethanol; 30 Min,Rt
    标题:A Concise Synthesis Of (+)-Conagenin And Its Isomer Using Chiral Tricyclic Iminolactones
    作者:Wang,Hai-Fei; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(13) 页码:1630-1635]

    = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Methanol,Water
    标题:Preparative Asymmetric Synthesis Of (R)- And (S)-α-Methylserine Via Nickel(Ii) Complex With The Schiff Base Of α-Alanine And (S)-2-[(N-Benzylprolyl)Amino]Benzophenone
    作者:Belokon,Yu. N.; Et Al
    参考文献:Izvestiya Akademii Nauk Sssr 日期:1991 卷标:(5) 页码:1175-80]

    445283-77-2 = 81132-44-7
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol; 5 D,70 Psi,Rt1.2 Reagents: Sodium Hydroxide Solvents: Ethanol,Water; 1 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,Rt
    标题:Stereoselective Addition Of Organometallic Reagents To A Chiral Acyclic Nitrone Derived From L-Erythrulose
    作者:Murga,Juan; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2005 卷标:16(10) 页码:1807-1816]

    188909-49-1 = 81132-44-7
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Stereoselective Synthesis Of α-Substituted Serines From Protected Erythrulose Oximes
    作者:Carda,M.; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:1998 卷标:9(10) 页码:1703-1712]

    132839-93-1 = 81132-44-7
    反应条件:1.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran1.2 Reagents: Acetic Anhydride Solvents: Water
    标题:Completely Regioselective Hydroformylation Of Methyl N-Acetamidoacrylate By Chiral Rhodium Phosphine Catalysts
    作者:Gladiali,Serafino; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:1990 卷标:1(10) 页码:693-6]

    = 81132-44-7 [标题:Reaction Conditions
    标题:Product Subclass 7: 2-Aminoalkanoic Acids (α-Amino Acids)
    作者:Wolkenberg,S. E.; Et Al
    参考文献:Science Of Synthesis 日期:2006 卷标:20 页码:385-482]

    = 81132-44-7
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 10 Min,-78 °C; 30 Min,-78 °C1.2 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone1.3 Solvents: Tetrahydrofuran; 10 Min,-78 °C; 2 H,-78 °C1.4 Reagents: Ammonium Chloride Solvents: Water; -78 °C -> Rt2.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 4 H,90 °C2.2 Reagents: (+/-)-Propylene Oxide Solvents: Ethanol; 30 Min,Rt
    标题:A Concise Synthesis Of (+)-Conagenin And Its Isomer Using Chiral Tricyclic Iminolactones
    作者:Wang,Hai-Fei; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(13) 页码:1630-1635]

    = 81132-44-7
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol2.1 Reagents: Hydrochloric Acid Solvents: Methanol,Water
    标题:Preparative Asymmetric Synthesis Of (R)- And (S)-α-Methylserine Via Nickel(Ii) Complex With The Schiff Base Of α-Alanine And (S)-2-[(N-Benzylprolyl)Amino]Benzophenone
    作者:Belokon,Yu. N.; Et Al
    参考文献:Izvestiya Akademii Nauk Sssr 日期:1991 卷标:(5) 页码:1175-80]

    = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; Rt; 21 H,Reflux2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol; 3.5 H,Rt
    标题:Chemoenzymatic Synthesis Of α-Substituted Serines Via Enantiodivergent Transformation
    作者:Sano,Shigeki; Et Al
    参考文献:Open Organic Chemistry Journal 日期:2009 卷标:3 页码:22-34]

    188909-47-9 = 81132-44-7
    反应条件:1.1 Reagents: P-Toluenesulfonic Acid,1,2-Ethanedithiol Solvents: Chloroform1.2 Reagents: Sodium Periodate Solvents: Tetrahydrofuran,Water1.3 Reagents: Sodium Chlorite Solvents: Tert-Butanol,Water1.4 -2.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water2.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Diastereoselective Additions Of Organolithium Reagents To The C=n Bond Of Protected Erythrulose Oxime Ethers. Synthesis Of Enantiopure α,α-Disubstituted α-Amino Acids
    作者:Marco,J. Alberto; Et Al
    参考文献:Tetrahedron Letters 日期:1997 卷标:38(10) 页码:1841-1844]

    113312-55-3 = 81132-44-7
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol; 3.5 H,Rt
    标题:Chemoenzymatic Synthesis Of α-Substituted Serines Via Enantiodivergent Transformation
    作者:Sano,Shigeki; Et Al
    参考文献:Open Organic Chemistry Journal 日期:2009 卷标:3 页码:22-34]

    356048-04-9 = 81132-44-7
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water; 10 Min,Rt1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; Overnight,Rt
    标题:Enantioselective Synthesis Of α-Methyl-D-Cysteine And Lanthionine Building Blocks Via α-Methyl-D-Serine-β-Lactone
    作者:Smith,Nicole D.; Et Al
    参考文献:Organic Letters 日期:2003 卷标:5(7) 页码:1035-1037]

    = 81132-44-7
    反应条件:1.1 Reagents: Ozone Solvents: Ethyl Acetate1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Novel And Efficient Transformation Of α-Amino Nitriles To α-Imino And α-Amido Nitriles In Asymmetric Strecker Synthesis
    作者:Namba,K.; Et Al
    参考文献:Tetrahedron Letters 日期:2001 卷标:42(22) 页码:3733-3736]

    = 81132-44-7
    反应条件:1.1 Reagents: Triethylamine,Tert-Butyl Hypochlorite1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Asymmetric Synthesis Of α,α-Disubstituted α-Amino Acids
    作者:Ohfune,Yasufumi; Et Al
    参考文献:Pure And Applied Chemistry 日期:1996 卷标:68(3) 页码:645-648]

    = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 6 H,90 °C1.2 Reagents: (+/-)-Propylene Oxide Solvents: Ethanol; 30 Min,Rt
    标题:A Concise Synthesis Of (+)-Conagenin And Its Isomer Using Chiral Tricyclic Iminolactones
    作者:Wang,Hai-Fei; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(13) 页码:1630-1635]

    = 81132-44-7
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Methanol,Water1.2 Reagents: Ammonium Hydroxide Solvents: Water
    标题:Asymmetric Synthesis Of (S)- And (R)-α-Methylserine Based On The Chiral Recyclable Reagent (S)-N-(2-Benzoylphenyl)-1-Benzylpyrrolidine-2-Carboxamide
    作者:Belokon',Yu. N.; Et Al
    参考文献:Russian Chemical Bulletin (Translation Of Izvestiya Akademii Nauk 日期:2001 卷标:50(6) 页码:1037-1040]

    445283-77-2 = 81132-44-7
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide1.2 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis Of α,α-Disubstituted α-Amino Acid Derivatives In Enantiopure Form Via Stereoselective Addition Of Grignard Reagents To A Chiral Acyclic Nitrone Derived From L-Erythrulose
    作者:Portoles,Raul; Et Al
    参考文献:Synlett 日期:2002 卷标:(5) 页码:711-714]

    188909-51-5 = 81132-44-7
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Stereoselective Synthesis Of α-Substituted Serines From Protected Erythrulose Oximes
    作者:Carda,M.; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:1998 卷标:9(10) 页码:1703-1712]

    188909-49-1 = 81132-44-7
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Diastereoselective Additions Of Organolithium Reagents To The C=n Bond Of Protected Erythrulose Oxime Ethers. Synthesis Of Enantiopure α,α-Disubstituted α-Amino Acids
    作者:Marco,J. Alberto; Et Al
    参考文献:Tetrahedron Letters 日期:1997 卷标:38(10) 页码:1841-1844]

    = 81132-44-7
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 10 Min,-78 °C; 30 Min,-78 °C1.2 Reagents: 1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone1.3 Solvents: Tetrahydrofuran; 10 Min,-78 °C; 2 H,-78 °C1.4 Reagents: Ammonium Chloride Solvents: Water; -78 °C -> Rt2.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 6 H,90 °C2.2 Reagents: (+/-)-Propylene Oxide Solvents: Ethanol; 30 Min,Rt
    标题:A Concise Synthesis Of (+)-Conagenin And Its Isomer Using Chiral Tricyclic Iminolactones
    作者:Wang,Hai-Fei; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:2008 卷标:19(13) 页码:1630-1635]

    = 81132-44-7
    反应条件:1.1 Solvents: Isopropanol2.1 Reagents: Triethylamine,Tert-Butyl Hypochlorite2.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Asymmetric Synthesis Of α,α-Disubstituted α-Amino Acids
    作者:Ohfune,Yasufumi; Et Al
    参考文献:Pure And Applied Chemistry 日期:1996 卷标:68(3) 页码:645-648]

    35356-70-8 = 81132-44-7
    反应条件:1.1 Reagents: Hydrogen Catalysts: Carbonylhydridotris(Triphenylphosphine)Rhodium,(-)-Diop Solvents: Methyl Ethyl Ketone2.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran2.2 Reagents: Acetic Anhydride Solvents: Water
    标题:Completely Regioselective Hydroformylation Of Methyl N-Acetamidoacrylate By Chiral Rhodium Phosphine Catalysts
    作者:Gladiali,Serafino; Et Al
    参考文献:Tetrahedron: Asymmetry 日期:1990 卷标:1(10) 页码:693-6

海关参考信息

专利信息


专利号:US-10526379-B2
优先权日:2015-06-05
标题:Methods and products for fusion protein synthesis
发明人:HOWARTH MARK
权利人:UNIV OXFORD INNOVATION LTD
摘要:A method of producing a fusion protein is provided. The method includes: a) contacting a first protein with a second protein under conditions that enable the formation of an isopeptide bond between said proteins to form a linked protein; and b) contacting the linked protein from (a) with a third protein under conditions that enable the formation of an isopeptide bond between said third protein and said linked protein to form a fusion protein. Peptide linkers and the use of orthogonal pairs of said linkers in the synthesis of fusion proteins are also provided. Recombinant proteins comprising said linkers, nucleic acid molecules encoding said proteins and linkers, vectors comprising said nucleic acid molecules and host cells comprising said vectors and nucleic acid molecules are also contemplated.

专利号:WO-2008098280-A1
优先权日:2007-02-16
标题:Methods for the synthesis of dicarba bridges in growth hormone peptides
发明人:ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
权利人:POLYCHIP PHARMACEUTICALS PTY; UNIV MONASH; ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
摘要:The invention relates to peptides comprising the carboxy terminal sequence of a growth hormone or an analogue of such a peptide in which the disulfide bridge is replaced by a dicarba bridge. Compositions containing such dicarba bridged peptides and method of treating obesity in an animal such as a human comprising administration of such dicarba bridged peptides are also disclosed.

专利号:US-2023313156-A1
优先权日:2020-08-06
标题 :Chemical synthesis of large and mirror-image proteins and uses thereof
发明人:ZHU TING; Fan Chuyao; DENG QIANG; XU YUAN
权利人:UNIV TSINGHUA
摘要:Provided herein is a general method for producing large (more than 400 aa long) D-amino acids proteins, also referred to as mirror image protein (with respect to their naturally occurring L-amino acids counterparts), including RNA/DNA manipulating enzymes, and uses thereof in a wide range of research, practical data storage and medicinal applications.

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.

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:US-9783490-B2
优先权日:2012-12-18
标 题:Antimicrobial compounds, their synthesis and applications thereof
发明人:HALDAR JAYANTA; GHOSH CHANDRADHISH; MANJUNATH GOUTHAM BELAGULA; AKKAPEDDI PADMA
权利人:THE SEC DEP FOR HEALTH; JAWAHARLAL NEHRU CENTER FOR ADVANCED SCIENT RES; JAWAHARLAL NEHRU CENTRE FOR ADVANCED SCIENT RES
摘要:The present disclosure relates to the field of medicinal chemistry and more particularly to the development of antimicrobial compounds. The disclosure relates to the synthesis and characterization of compounds comprising aromatic radical or an aliphatic radical, an alkyl amine and amino acid moiety wherein said compounds exhibit antimicrobial activity against various drug-sensitive and drug-resistant pathogenic 10 microorganisms.

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合成参考文献


参考文献:10.1021/jm900556s
摘要:Yu W, McConathy J, Williams L, Camp VM, Malveaux EJ, Zhang Z, Olson JJ, Goodman MM. Synthesis, Radiolabeling, and Biological Evaluation of (R)- and (S)-2-Amino-3-[18F]Fluoro-2-Methylpropanoic Acid (FAMP) and (R)- and (S)-3-[18F]Fluoro-2-Methyl-2-N-(Methylamino)propanoic Acid (NMeFAMP) as Potential PET Radioligands for Imaging Brain Tumors. J. Med. Chem. 2009 Dec 22;53(2):876–86. doi: 10.1021/jm900556s.
摘要:Wolkenberg, S. E.; Garbaccio, R. M., Science of Synthesis, (2007) 20, 470.
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