Literature DB >> 7443524

The use of iodotrimethylsilane in nucleosidation procedure.

Z Tocik, R A Earl, J Beránek.   

Abstract

1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (I) was reacted with iodotrimethylsilane (II) and the product, the glycosyl iodide, was coupled with silylated uracil to afford 1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)uracil (III; 89%), with silyated cytosine to afford, on subsequent acetylation, 1-(2,3,5-tri-O-benzoyl-beta-0D-ribofuranosyl)-4-acetamido-2-(1H)-pyrimidinone (IVb; 81%), and with chloromercuri-N-benzoyl-adenine to afford Va and on subsequent debenzoylation, adenosine (Vb; 49%).

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Year:  1980        PMID: 7443524      PMCID: PMC324385          DOI: 10.1093/nar/8.20.4755

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  2 in total

1.  The glycosyl halides and their derivatives.

Authors:  L J HAYNES; F H NEWTH
Journal:  Adv Carbohydr Chem       Date:  1955

2.  Silane/iodine-based cleavage of esters and ethers under neutral conditions.

Authors:  T L Ho; G A Olah
Journal:  Proc Natl Acad Sci U S A       Date:  1978-01       Impact factor: 11.205

  2 in total
  1 in total

1.  An analogue of AICAR with dual inhibitory activity against WNV and HCV NTPase/helicase: synthesis and in vitro screening of 4-carbamoyl-5-(4,6-diamino-2,5-dihydro-1,3,5-triazin-2-yl)imidazole-1-beta-D-ribofuranoside.

Authors:  Ravi K Ujjinamatada; Andrea Baier; Peter Borowski; Ramachandra S Hosmane
Journal:  Bioorg Med Chem Lett       Date:  2007-01-27       Impact factor: 2.823

  1 in total

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