Synthesis of acyclic nucleoside analogues based on 1,2,4-triazolo [1,5-a]pyrimidin-7-ones by one-step Vorbruggen glycosylation

Research output: Contribution to journalArticleResearchpeer-review

11 Citations (Scopus)
Original languageEnglish
Pages (from-to)1298-1305
Number of pages8
JournalTetrahedron
Volume70
Issue number6
DOIs
Publication statusPublished - 11 Feb 2014

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Glycosylation
Nucleosides
Isomers
Purines
Catalysts
Acyclovir
Guanine
Adenine
Isomerization
trimethylsilyl trifluoromethanesulfonate
N,O-bis(trimethylsilyl)acetamide
methyl acetate

Keywords

  • Acyclovir analogues
  • 1,2,4-Triazolo[1,5-a]pyrimidine-7-one
  • TMSOTf
  • Vorbruggen glycosylation
  • Herpes simplex virus
  • Regioselectivity
  • Transglycosylation
  • FALCIPARUM DIHYDROOROTATE DEHYDROGENASE
  • INHIBITORS
  • POTENT
  • VIRUS
  • ACYCLONUCLEOSIDES
  • DERIVATIVES
  • CONVENIENT
  • GUANOSINE
  • DESIGN
  • DRUGS

ASJC Scopus subject areas

  • Organic Chemistry
  • Drug Discovery
  • Biochemistry

Cite this

@article{eca3b792fcc64e8ba05bc2a324e8f1da,
title = "Synthesis of acyclic nucleoside analogues based on 1,2,4-triazolo [1,5-a]pyrimidin-7-ones by one-step Vorbruggen glycosylation",
keywords = "Acyclovir analogues, 1,2,4-Triazolo[1,5-a]pyrimidine-7-one, TMSOTf, Vorbruggen glycosylation, Herpes simplex virus, Regioselectivity, Transglycosylation, FALCIPARUM DIHYDROOROTATE DEHYDROGENASE, INHIBITORS, POTENT, VIRUS, ACYCLONUCLEOSIDES, DERIVATIVES, CONVENIENT, GUANOSINE, DESIGN, DRUGS",
author = "Khalymbadzha, {Igor A.} and Shestakova, {Tatyana S.} and Subbotina, {Julia O.} and Eltsov, {Oleg S.} and Musikhina, {Alexandra A.} and Rusinov, {Vladimir L.} and Chupakhin, {Oleg N.} and Karpenko, {Inna L.} and Jasko, {Maxim V.} and Kukhanova, {Marina K.} and Deev, {Sergey L.}",
year = "2014",
month = "2",
day = "11",
doi = "10.1016/j.tet.2013.12.051",
language = "English",
volume = "70",
pages = "1298--1305",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Pergamon Press",
number = "6",

}

TY - JOUR

T1 - Synthesis of acyclic nucleoside analogues based on 1,2,4-triazolo [1,5-a]pyrimidin-7-ones by one-step Vorbruggen glycosylation

AU - Khalymbadzha, Igor A.

AU - Shestakova, Tatyana S.

AU - Subbotina, Julia O.

AU - Eltsov, Oleg S.

AU - Musikhina, Alexandra A.

AU - Rusinov, Vladimir L.

AU - Chupakhin, Oleg N.

AU - Karpenko, Inna L.

AU - Jasko, Maxim V.

AU - Kukhanova, Marina K.

AU - Deev, Sergey L.

PY - 2014/2/11

Y1 - 2014/2/11

KW - Acyclovir analogues

KW - 1,2,4-Triazolo[1,5-a]pyrimidine-7-one

KW - TMSOTf

KW - Vorbruggen glycosylation

KW - Herpes simplex virus

KW - Regioselectivity

KW - Transglycosylation

KW - FALCIPARUM DIHYDROOROTATE DEHYDROGENASE

KW - INHIBITORS

KW - POTENT

KW - VIRUS

KW - ACYCLONUCLEOSIDES

KW - DERIVATIVES

KW - CONVENIENT

KW - GUANOSINE

KW - DESIGN

KW - DRUGS

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U2 - 10.1016/j.tet.2013.12.051

DO - 10.1016/j.tet.2013.12.051

M3 - Article

VL - 70

SP - 1298

EP - 1305

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 6

ER -