CAS: 86060-86-8; Fmoc-Ala-Opfp

该化合物是一种常见于peptide合成和有机化学的化学化合物,其特点是Fmoc(9-氟烯基甲基碳基)保护组,该组在peptide形成期间被广泛用于保护氨基组;五溴二苯醚酯的出现提高了碳酸的抗活性,便利了pepted 键的形成;该化合物通常是白色的,是白色的,非白色的固体,溶于二氯甲烷和二甲基二甲基硫化物等有机溶剂中,其结构包括一个代之以五氟原子的苯环,这有利于其独特的化学特性,包括增加脂性和稳定性;Fmooc-L-aline全氟苯基酯因其提供选择性保护和激活氨基酸的能力而备受重视,使其成为聚苯基酸和其他复杂的有机分子合成中的关键再试剂;由于潜在的毒性和环境考虑,适当处理和储存与许多氟化化合物一样至关重要.

结构式图片

相似化合物

86060-85-7 86060-94-8 125043-04-1

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号771-61-9 五氟苯酚 | CAS号103321-50-2 N-[(1S)-1-(氯甲酰基... | CAS号35661-39-3 Fm°C-L-丙氨酸 | CAS号87512-31-0 (S)-2-((S)-2-((...

合成工艺路线路线简述

  • 合成目标产物 Fmoc-Ala-Opfp 主要起始原料 Fmoc-Ala-Oh
  • 771-61-9 + 103321-50-2 = 86060-86-8
    反应条件:1.1 Reagents: 4-Methylmorpholine Solvents: Dichloromethane; 10 Min,0 °C; 13.5 H,0 °C
    标题:Silicon-Based Hydrophobic Tags Applied In Liquid-Phase Peptide Synthesis: Protected Drgn-1 And Poly Alanine Chain Synthesis
    作者:Wu,An; Ramakrishna,Isai; Hattori,Tomohiro; Yamamoto,Hisashi
    参考文献:Organic & Biomolecular Chemistry 日期:2022 卷标:20(44) 页码:8685-8692]

    771-61-9 + 35661-39-3 = 86060-86-8
    反应条件:1.1 Reagents: Diisopropylethylamine,Morpholinium,4-(4,6-Dimethoxy-1,3,5-Triazin-2-Yl)-4-Methyl-,4-Methylbenzenesul... Solvents: Dichloromethane; 30 Min,0 °C1.2 Reagents: Diisopropylethylamine; 2 H,0 °C; Overnight,Rt
    标题:4-(4,6-Dimethoxy-1,3,5-Triazin-2-Yl)-4-Methylmorpholinium Toluene-4-Sulfonate (Dmt/nmm/tso-) Universal Coupling Reagent For Synthesis In Solution
    作者:Fraczyk,Justyna; Kaminski,Zbigniew J.; Katarzynska,Joanna; Kolesinska,Beata
    参考文献:Helvetica Chimica Acta 日期:2018 卷标:101(1)]

    771-61-9 + 35661-39-3 = 86060-86-8
    反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Ethyl Acetate; 2 H,0 °C
    标题:Pentafluorophenol
    作者:Jones,Keith; Deamicis,Carl
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2009 卷标:1 页码:1-9]

    771-61-9 + 35661-39-3 = 86060-86-8
    反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Ethyl Acetate
    标题:9-Fluorenylmethyl Pentafluorophenyl Carbonate As A Useful Reagent For The Preparation Of N-[(9-Fluorenylmethoxy)Carbonyl] Amino Acids And Their Pentafluorophenyl Esters
    作者:Schon,Istvan; Kisfaludy,Lajos
    参考文献:Synthesis 日期:1986 卷标:(4) 页码:303-5
Fmoc-L-丙氨酸置于n-甲基吗啉,氯化亚砜体系中,用 二氯甲烷 作为反应溶剂,化学反应 20.5H,反应生成 N-芴甲氧羰基-L-丙氨酸五氟苯酯
参考文献:应用于液相肽合成的硅基疏水标签:受保护的drgn-1和聚丙氨酸链合成
标题:应用于液相肽合成的硅基疏水标签:受保护的drgn-1和聚丙氨酸链合成
摘要:开发了两种新的可回收硅基疏水标签,用于将它们安装在肽的 C 端,以增加在有机溶剂中的溶解度和液相肽合成 (Lpps) 过程中肽的反应性.它们包含含有甲硅烷氧基的标签和含有芳基甲硅烷基的标签.这些标签的疏水性比以前报道的例子要大得多.含有甲硅烷氧基的标签与fmoc-脱保护条件(fmoc-化学)和氢化条件(cbz-化学)相容,而含有芳基甲硅烷基的标记对fmoc-脱保护条件(fmoc-化学)和boc-脱保护条件具有抗性(Boc-化学).使用含甲硅烷氧基的标签,受保护的 Drgn-1,采用线性合成结合一个收敛合成步骤成功制备了含有14个氨基酸残基的多肽.使用含有芳基甲硅烷基的标签,合成了含有 7 个丙氨酸残基的聚丙氨酸链.含有芳基甲硅烷基的标签也可以安装在 N 端,以将肽从 N 端延伸到 C 端.在这些硅基标签的帮助下,每一步的产率和产品在有机溶剂中的溶解度都非常好.
DOI:10.1039/d2Ob01795D

海关参考信息

专利信息


专利号:US-5985844-A
优先权日:1992-03-26
标题:Homoerythromycin A derivatives modified at the 4'-and 8A-positions
发明人：HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; SHANKARAN KOTHANDARAMAN; SZYMONIFKA MICHAEL J; WILKENING ROBERT R
权利人:MERCK & CO INC
摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R' and R'' together are oxo, hydroxyimino or alkoxyimino, and R' and R'' independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

专利号:EP-0508699-B1
优先权日:1991-04-04
标 题 :9-Deoxo-8a-aza-8a-homoerythromycin a derivatives modified at the 4'- and 8a-positions
发明人：HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; WILKENING ROBERT R; SZYMONIFKA MICHAEL J; SHANKARAN KOTHANDARAMAN
权利人:MERCK & CO INC
摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R min and R sec together are oxo, hydroxyimino or alkoxyimino, and R min and R sec independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

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.

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主要参考文献

参考标题:Allenone-Mediated Racemization/epimerization-Free Peptide Bond Formation And Its Application In Peptide Synthesis
作者:Zhengning Wang,Xuewei Wang,Penghui Wang,Junfeng Zhao |发布日期:2021.7.14
摘要:Peptide Synthesis (Spps). The Robustness Of The Allenone-Mediated Peptide Bond Formation Was Showcased Incisively By The Synthesis Of Carfilzomib, Which Involved A Rare Racemization-/epimerization-Free N To C Peptide Elongation Strategy. Furthermore, The Successful Synthesis Of The Model Difficult Peptide Acp (65-74) On A Solid Support Suggested That This Method Was Compatible With Spps. This Method Combines

合成参考文献


参考文献:10.1007/s10989-006-9061-0
摘要:Rodionov IL, Peshenko IA, Baidakova LK, Ivanov VT. Swellographic Study of Peptide Resin Swelling Behavior during Solid Phase Peptide Synthesis. International Journal of Peptide Research and Therapeutics. 2007 Feb 22;13(1-2):161–71. doi: 10.1007/s10989-006-9061-0.
参考文献:10.1385/0-89603-273-6:29
摘要:Fields CG, Fields GB. Solvents for solid-phase peptide synthesis. Methods Mol Biol. 1994;35():29–40. doi: 10.1385/0-89603-273-6:29.
参考文献:10.1385/1-59259-666-5:443
摘要:Lo BKC, Reineke U. Antibody Epitope Mapping Using Arrays of Synthetic Peptides. 2003 Dec 05. In: Antibody Engineering. : Humana Press; 2003 Dec 05.
参考文献:10.1007/bf02443570|10.1023/a:1008967315605
摘要:El-Faham A. Addition of HOXt (X = A or B) improves the efficiency of phenol-based coupling reagents during peptide synthesis. International Journal of Peptide Research and Therapeutics. 2000 Mar;7(2):113–21. doi: 10.1023/a:1008967315605.
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