N,N′-Carbonyldiimidazole-Mediated DBU-Catalyzed One-Pot Synthesis of Urea-Tethered Glycosyl Amino Acids and Glycoconjugates

被引:6
|
作者
Sureshbabu, V. V. [1 ]
Basavaprabhu [1 ]
机构
[1] Bangalore Univ, Cent Coll Campus, Dept Studies Chem, Peptide Res Lab, Bangalore 560001, Karnataka, India
关键词
urea-tethered glycoconjugates; N; '-carbonyldiimidazole; DBU; base catalysis; COMBINATORIAL LIBRARY SYNTHESIS; COMPREHENSIVE SURVEY; ALPHA-GLYCOSYL; ISOCYANATES; DERIVATIVES; GLUCOPYRANOSYL; GLYCOPEPTIDES; SUGARS; PHOSPHINIMINES; REARRANGEMENT;
D O I
10.1055/s-0030-1259958
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, mild, simple, and alternative one-pot protocol for the synthesis of urea-tethered glycosyl amino acids mediated by N,N'-carbonyldiimidazole employing DBU as a catalyst is described. This protocol is also extended for the synthesis of urea-tethered disaccharides and oligosaccharides.
引用
收藏
页码:1160 / 1164
页数:5
相关论文
共 50 条
  • [1] DBU-catalyzed synthesis of insecticidal thiophosphoryl xanthates: An efficient one-pot method
    Reddy, NS
    Ravinder, K
    Krishnaiah, P
    Venkateswarlu, Y
    SYNLETT, 2001, (05) : 625 - 626
  • [2] DBU-Catalyzed One-pot Multicomponent Reaction for the Synthesis of Spirocyclic Tetrahydrothiophene Derivatives
    Duan, Jindian
    Cheng, Jing
    Li, Pengfei
    CURRENT ORGANOCATALYSIS, 2016, 3 (02) : 216 - 220
  • [3] One-Pot Synthesis of Ureido Peptides and Urea-Tethered Glycosylated Amino Acids Employing Deoxo-Fluor and TMSN3
    Hemantha, H. P.
    Chennakrishnareddy, G.
    Vishwanatha, T. M.
    Sureshbabu, V. V.
    SYNLETT, 2009, (03) : 407 - 410
  • [4] Carbonyldiimidazole (CDI) Mediated Synthesis of Nα-Protected Amino Acid Azides: Application to the One-pot Preparation of Ureidopeptides
    Vasantha, B.
    Vishwanatha, T. M.
    Sureshbabu, Vommina V.
    PROTEIN AND PEPTIDE LETTERS, 2011, 18 (11): : 1093 - 1098
  • [5] DBU-Catalyzed Three-Component One-Pot Synthesis of Highly Functionalized Pyridines in Aqueous Ethanol
    Mamgain, Ritu
    Singh, Rain
    Rawat, Diwan S.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (01) : 69 - 73
  • [6] Efficient one-pot synthesis of N-ethyl amino acids
    Rückle, T
    Dubray, B
    Hubler, F
    Mutter, M
    JOURNAL OF PEPTIDE SCIENCE, 1999, 5 (01) : 56 - 58
  • [7] One-pot synthesis of sialo-containing glycosyl amino acids by use of an N-trichloroethoxycarbonyl-β-thiophenyl sialoside
    Tanaka, H
    Adachi, M
    Takahashi, T
    CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (03) : 849 - 862
  • [8] One-pot efficient synthesis of Nα-urethane-protected β- and γ-amino acids
    Marta Cal
    Mariusz Jaremko
    Łukasz Jaremko
    Piotr Stefanowicz
    Amino Acids, 2013, 44 : 1085 - 1091
  • [9] EFFICIENT ONE-POT SYNTHESIS OF N-TRITYL AMINO-ACIDS
    BARLOS, K
    PAPAIOANNOU, D
    THEODOROPOULOS, D
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07): : 1324 - 1326
  • [10] One-pot efficient synthesis of N α-urethane-protected β- and γ-amino acids
    Cal, Marta
    Jaremko, Mariusz
    Jaremko, Lukasz
    Stefanowicz, Piotr
    AMINO ACIDS, 2013, 44 (03) : 1085 - 1091