Significant rate accelerated synthesis of glycosyl azides and glycosyl 1,2,3-triazole conjugates

被引:27
|
作者
Kumar, Rishi [1 ]
Maulik, Prakas R. [1 ]
Misra, Anup Kumar [1 ]
机构
[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
关键词
glycosyl azides; glycosyl triazoles; glycosyl bromides; click chemistry; one-pot;
D O I
10.1007/s10719-007-9093-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
An efficient and significantly rapid access of a series of glycosyl azides and glycosyl 1,2,3-triazole conjugates is reported using modified one-pot reaction conditions. In both cases yields were excellent and single diastereomers were obtained.
引用
收藏
页码:595 / 602
页数:8
相关论文
共 50 条
  • [41] Click chemistry: In vitro evaluation of glycosyl hybrid phosphorylated/thiophosphorylated 1,2,3-triazole derivatives as irreversible acetyl cholinesterase (AChE) inhibitors
    Anjaneyulu, B.
    Rao, G. B. Dharma
    Bajaj, Tanima
    RESULTS IN CHEMISTRY, 2021, 3
  • [42] Synthesis of 1-vinyl 1,2,3-triazole derivatives
    Dabak, K
    Akar, A
    HETEROCYCLIC COMMUNICATIONS, 2002, 8 (01) : 61 - 64
  • [43] Synthesis of biologically important 4-Phenyl-C-glycosyl-1,2,3-triazole derivatives by Cu(I)-catalyzed azide-alkyne cycloaddition
    Ponnapalli, Kalyana K.
    Kawade, Sachin K.
    Adak, Avijit K.
    Wu, Hsin-Ru
    Lin, Chun-Cheng
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2021, 68 (06) : 1156 - 1161
  • [44] STRUCTURAL BASIS OF THE IMPACT SENSITIVITIES OF 1-PICRYL-1,2,3-TRIAZOLE, 2-PICRYL-1,2,3-TRIAZOLE, 4-NITRO-1-PICRYL-1,2,3-TRIAZOLE, AND 4-NITRO-2-PICRYL-1,2,3-TRIAZOLE
    STORM, CB
    RYAN, RR
    RITCHIE, JP
    HALL, JH
    BACHRACH, SM
    JOURNAL OF PHYSICAL CHEMISTRY, 1989, 93 (02): : 1000 - 1007
  • [45] Synthesis of C-glycosyl-bis-1,2,3-triazole derivatives from 3,4,6-tri-O-acetyl-D-glucal
    Shamim, Anwar
    Souza, Frederico B.
    Trossini, Gustavo H. G.
    Gatti, Fernando M.
    Stefani, Helio A.
    MOLECULAR DIVERSITY, 2015, 19 (03) : 423 - 434
  • [46] Synthesis and biological evaluation of 1,2,3-triazole linked aminocombretastatin conjugates as mitochondrial mediated apoptosis inducers
    Kamal, Ahmed
    Shaik, Bajee
    Nayak, V. Lakshma
    Nagaraju, Burri
    Kapure, Jeevak Sopanrao
    Malik, M. Shaheer
    Shaik, Thokhir Basha
    Prasad, B.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (19) : 5155 - 5167
  • [47] SYNTHESIS OF 1,2,3-TRIAZOLE NUCLEOSIDES .2. SYNTHESIS OF 5-(X-METHYL)RIBOFURANOSYL-1,2,3-TRIAZOLE NUCLEOSIDES
    SCHORKHUBER, W
    ZBIRAL, E
    CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (09): : 3165 - 3169
  • [48] Design, Synthesis, In Silico Screening, and Antiproliferative Activity of Novel 1,2,3-Triazole Tethered Dibenzosuberane Conjugates
    Kant, Ravi
    Saini, Keshav Kumar
    Upadhyay, Ravindra Kumar
    Singh, Yogender
    Reddy, Y. Veera Manohara
    Singh, Shishu Pal
    Kareem, M. Abdul
    Dasegowda, K. R.
    Prabhavati, H.
    Kumar, Rakesh
    Park, Jong Pil
    Kumar, Lalita S.
    BIOTECHNOLOGY AND BIOPROCESS ENGINEERING, 2023, 28 (05) : 761 - 773
  • [49] Design, Synthesis, In Silico Screening, and Antiproliferative Activity of Novel 1,2,3-Triazole Tethered Dibenzosuberane Conjugates
    Ravi Kant
    Keshav Kumar Saini
    Ravindra Kumar Upadhyay
    Yogender Singh
    Y. Veera Manohara Reddy
    Shishu Pal Singh
    M. Abdul Kareem
    K. R. Dasegowda
    H. Prabhavati
    Rakesh Kumar
    Jong Pil Park
    Lalita S. Kumar
    Biotechnology and Bioprocess Engineering, 2023, 28 : 761 - 773
  • [50] Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles
    dos Anjos, Janaina V.
    Sinou, Denis
    de Melo, Sebastiao J.
    Srivastava, Rajendra M.
    CARBOHYDRATE RESEARCH, 2007, 342 (16) : 2440 - 2449