CAS: 83792-48-7; Fmoc-Ser(Bzl)-Oh

该化合物是氨酸精的衍生物,其特点是存在氟基甲基乙基碳酸(Fmoc)保护组和附属于盐碱氢氧化物侧链的苯基组,该化合物通常用于peptide合成,特别是固相硫化物合成,由于Fmoc组在基本条件下的稳定性和在温和酸性条件下易于去除,因此该化合物在碳酸性条件下通常用于硫化物合成,但水溶性较低,因此可以有选择地保护Serinyxyl组,同时保持分子的氨组,使其在合成期间可以影响溶性与再活动.Fmoc-O-Benzyl-L-serine通常是白到非白固体的,在二甲基芳基胺和二甲基硫化二硫化物(DMSO)等有机溶剂中可溶性.该化合物的结构允许有选择地保护Seine exylmyl组,同时保持氨组,可以自由进行混合反应.

结构式图片

相似化合物

122889-11-6 10433-52-0 116861-26-8

欧盟法规

C&L通报

上下游产品

benzyl alcohol-3-(9-fluorenylmethyloxycarbonyl)-5-oxooxazolidine(4S)-4-(benzyloxy)methyl-3-(9-fluorenylmethyloxycarbonyl)-5-oxooxazolidine 2C6H5)-ODpmFm°C-L-Ser(°CH2C6H5)-ODpm α-(fluorenylmethoxycarbonyl)-O-(benzyl)serylleucine t-butyl esterNα-(fluorenylmethoxycarbonyl)-O-(benzyl)serylleucine t-butyl ester Fm°C-Ser(Bzl) anhydride

合成工艺路线路线简述

  • 56-45-1 + 82911-69-1 = 83792-48-7
    反应条件:1.1 Reagents: Sodium Bicarbonate,Di-Tert-Butyl Dicarbonate Solvents: Methanol,Water; 60 Min,0 °C; 12 H,25 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,25 °C1.3 Reagents: Sodium Hydride Solvents: Dimethylformamide; 60 Min,0 °C; 2 H,0 °C1.4 30 Min,0 °C; 5 H,0 °C1.5 Reagents: Water; Cooled1.6 Reagents: Hydrochloric Acid Solvents: Water; Ph 31.7 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane; 12 H,25 °C1.8 Reagents: Sodium Carbonate Solvents: 1,4-Dioxane,Water; 12 H,25 °C1.9 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,25 °C
    标题:Optimization Of Globomycin Analogs As Novel Gram-Negative Antibiotics
    作者:Garland,Keira; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2020 卷标:30(20)]

    4726-96-9 + 28920-43-6 = 83792-48-7
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: 1,4-Dioxane
    标题:Protamines. Vii. Total Synthesis Of [perornithine]Thynnine Z1
    作者:Marchiori,Fernando; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(6) 页码:822-31]

    4726-96-9 + 82911-69-1 = 83792-48-7
    反应条件:1.1 Reagents: Potassium Carbonate,Sodium Chloride; 2 H1.2 Reagents: Sodium Chloride; 2 H
    标题:Solventless Synthesis Of N-Protected Amino Acids In A Ball Mill
    作者:Konnert,Laure; Et Al
    参考文献:Acs Sustainable Chemistry & Engineering 日期:2013 卷标:1(9) 页码:1186-1191
4-Tert-Butyl 3-(9H-Fluoren-9-yl)Methyl (4S)-2,2-Dioxo-1,2Lambda6,3-Oxathiazolidine-3,4-Dicarboxylate,苯甲醇置于sodium Dihydrogenphosphate体系中,化学反应 2.0H,以39.5%的收率获得产物fmoc-O-苄基-L-丝氨酸
参考文献:O-Substituted Serine Derivative Production Method
标题:O-Substituted Serine Derivative Production Method
摘要:发现通过将氨基酸衍生物与环化试剂反应可以反应生成环状磺胺酸酯.此外,还发现通过将环状磺胺酸酯与醇反应可以产生o-取代的丝氨酸衍生物.

海关参考信息

专利信息


专利号:US-12251674-B2
优先权日:2012-11-14
标 题:Substrates, systems, and methods for array synthesis and biomolecular analysis
发明人:RAJASEKARAN JOHN J; JAYARAMAN VASANTH; WANG TIANHAO; BEI KANG; KRISHNAMURTHY HARI KRISHNAN; VEDANTHAM PUNITHA
权利人:VIBRANT HOLDINGS LLC
摘要:Disclosed herein are formulations, substrates, and arrays. In certain embodiments, substrates and arrays comprise a porous layer for synthesis and attachment of polymers or biomolecules. Also disclosed herein are methods for manufacturing and using the formulations, substrates, and arrays, including porous arrays. Also disclosed herein are formulations and methods for one-step coupling, e.g., for synthesis of peptides in an N→C orientation. In some embodiments, disclosed herein are formulations and methods for high efficiency coupling of biomolecules to a substrate.

专利号:US-6180767-B1
优先权日:1996-01-11
标 题 :Peptide nucleic acid conjugates
发明人:WICKSTROM ERIC; BASU SOUMITRA
权利人:UNIV JEFFERSON
摘要:Peptide nucleic acid (PNA) oligomers are conjugated to a ligand which is capable of binding to a cell surface receptor. The ligand facilitates cellular uptake of the PNA oligomer. Where the ligand is a peptide, the conjugate may be produced as a unitary molecule by first synthesizing the peptide ligand by solid phase or solution peptide synthesis, followed by synthesis of the PNA oligomer as an extension of the peptide ligand. The PNA oligomer base sequence is selected to hybridize to a target polynucleotide sequence by either triplex (dsDNA) or duplex (ssDNA; RNA) formation.

专利号:US-6482921-B1
优先权日:1999-01-28
标题:Uridyl peptide antibiotic (UPA) derivatives, their synthesis and use
发明人:BOOJAMRA CONSTANTINE G; LEMOINE REMY C; HECKER SCOTT; LEE VING J; LEGER ROGER
权利人:ESSENTIAL THERAPEUTICS INC
摘要:The present invention relates to dihydro derivatives of the uridyl peptide antibiotics mureidomycin, pacidimycin and napsamycin which have antibiotic activity against a number of bacterial strains including strains resistant to current therapeutic antibiotics.

专利号:CN-102180964-A
优先权日:2011-03-16
标题:A kind of solid-phase synthesis method of human relaxin-2 Relaxin

专利号:CN-102180964-B
优先权日:2011-03-16
标 题:Solid-phase synthesis method of human relaxin-2
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主要参考文献

参考标题:1-Propanephosphonic Acid Cyclic Anhydride (T3P) As An Efficient Promoter For The Lossen Rearrangement: Application To The Synthesis Of Urea And Carbamate Derivatives
作者:Vommina Sureshbabu,Basavalingappa Vasantha,Hosahalli Hemantha |发布日期:2010.9
摘要:The Synthesis Of Hydroxamic Acids Starting From Carboxylic Acids Employing 1-Propanephosphonic Acid Cyclic Anhydride (T3P) Activation Is Described. Application Of Ultrasonication Accelerates This Conversion. Further, The T3P Has Also Been Employed To Activate The Hydroxamates, Leading To Isocyanates Via The Lossen Rearrangement. The Isocyanates Were Trapped With Suitable Nucleophiles To Afford The

合成参考文献


摘要:Ghosh, B.; Maleczka, R. E., Jr., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 355.
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