A convenient microwave-assisted synthesis of N-glycosyl amino acids

被引:33
|
作者
Paolini, Aria
Nuti, Francesca
de la Cruz Pozo-Carrero, Maria
Barbetti, Francesca
Kolesinska, Beata
Kaminski, Zbigniew J.
Chelli, Mario
Papini, Anna M.
机构
[1] Univ Florence, Dipartimento Chim Organ, Lab Peptide & Prot Chem & Biol, I-50019 Sesto Fiorentino, FI, Italy
[2] CNR, ICCOM, I-50019 Sesto Fiorentino, FI, Italy
[3] Tech Univ Lodz, Inst Organ Chem, PL-90924 Lodz, Poland
关键词
microwave-assisted synthesis; N-glycosyl amino acids; synthetic glycopeptide probe; coupling reagent; solid-phase peptide synthesis;
D O I
10.1016/j.tetlet.2007.02.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Optimization of coupling reactions of glycosylamines with Fmoc-protected aspartic acid, by microwave approach, is described. Different reaction conditions, quantities of substrates and solvents were tested to develop simple and reproducible methodologies. The best results were obtained using new triazine-based coupling reagents with a monomode microwave Discover (R) BenchMate (TM) instrument (CEM). The N-glycosyl amino acids were then deprotected to achieve final products for SPPS. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2901 / 2904
页数:4
相关论文
共 50 条
  • [41] Convenient Microwave-Assisted Chlorosulfonic Acid-Catalyzed Synthesis of Some Quinazolinones from 2-Phenylindole
    A. P. Sarkate
    P. P. Sarode
    S. V. Bhandari
    K. S. Karnik
    I. S. Narula
    B. D. Kale
    V. S. Jambhorkar
    A. P. Rajhans
    Russian Journal of Organic Chemistry, 2022, 58 : 428 - 432
  • [42] MICROWAVE-ASSISTED SYNTHESIS OF FUSED POLYCYCLIC SIX-MEMBERED N-HETEROCYCLES
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2015, 45 (03) : 273 - 299
  • [43] MICROWAVE-ASSISTED SYNTHESIS OF SEVEN- AND HIGHER-MEMBERED N-HETEROCYCLES
    Kaur, Navjeet
    Kishore, Dharma
    SYNTHETIC COMMUNICATIONS, 2014, 44 (18) : 2577 - 2614
  • [44] INSIGHT INTO MICROWAVE-ASSISTED SYNTHESIS OF BENZO DERIVATIVES OF FIVE-MEMBERED N,N-HETEROCYCLES
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2015, 45 (11) : 1269 - 1300
  • [45] Microwave-Assisted Synthesis of 5-Substituted 3-Amino-1,2,4-triazoles from Aminoguanidine Bicarbonate and Carboxylic Acids
    Gumus, Mustafa Kemal
    Gorobets, Mykola Yu.
    Uludag, Nesimi
    PROCESSES, 2024, 12 (03)
  • [46] Recent Progress of Microwave-Assisted Synthesis of Silica Materials
    Diaz de Grenu, Borja
    de los Reyes, Ruth
    Costero, Ana M.
    Amoros, Pedro
    Vicente Ros-Lis, Jose
    NANOMATERIALS, 2020, 10 (06)
  • [47] Tracking method for the microwave-assisted synthesis of silver nanoparticles
    Patrascu, M.
    Calinescu, I.
    Boscornea, C.
    Lacatusu, I.
    Martin, D.
    Ighigeanu, D.
    Vasile, E.
    Radoiu, M.
    JOURNAL OF OPTOELECTRONICS AND ADVANCED MATERIALS, 2011, 13 (5-6): : 666 - 671
  • [48] Accurate conventional and microwave-assisted synthesis of galloyl hydrazide
    Rabie, Amgad M.
    METHODSX, 2020, 7
  • [49] Applications of microwave-assisted organic synthesis on the multigram scale
    Wolkenberg, SE
    Shipe, WD
    Lindsley, CW
    Guare, JP
    Pawluczyk, JM
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2005, 8 (06) : 701 - 708
  • [50] Microwave-assisted synthesis of pentamethylcyclopentadienyl iridium dihalide dimers
    Chang, Elizabeth T.
    Green, David B.
    Brereton, Kelsey R.
    POLYHEDRON, 2022, 226