Literature DB >> 15854608

Direct one-pot conversion of acylated carbohydrates into their alkylated derivatives under heterogeneous reaction conditions using solid NaOH and a phase transfer catalyst.

Soni Kamlesh Madhusudan1, Geetanjali Agnihotri, Devendra S Negi, Anup Kumar Misra.   

Abstract

A convenient one-pot protocol for the direct conversion of acyl-protected carbohydrates into their alkylated counterparts has been developed by using alkyl halides in the presence of solid sodium hydroxide and a phase transfer catalyst. These economically convenient, mild, two-phase reaction conditions allow the preparation of a variety of monosaccharide intermediates for use in the synthesis of complex oligosaccharides.

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Year:  2005        PMID: 15854608     DOI: 10.1016/j.carres.2005.03.007

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  13 in total

1.  Convergent synthesis of a common pentasaccharide corresponding to the O-antigen of Escherichia coli O168 and Shigella dysenteriae type 4.

Authors:  Goutam Guchhait; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2010-12-22       Impact factor: 2.916

2.  Total synthesis of an antigenic heptasaccharide motif found in the cell-wall lipooligosaccharide of Mycobacterium gordonae strain 989.

Authors:  Chinmoy Mukherjee; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2008-02-19       Impact factor: 2.916

3.  Concise synthesis of a heptasaccharide antigen found in the cell-wall lipopolysaccharide of Mycobacterium gordonae strain 990.

Authors:  Rajib Panchadhayee; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2008-06-21       Impact factor: 2.916

4.  Concise synthesis of the pentasaccharide O-antigen of Escherichia coli O83:K24:H31 present in the Colinfant vaccine.

Authors:  Pintu Kumar Mandal; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2008-04-15       Impact factor: 2.916

5.  Regioselective Benzylation of 2-Deoxy-2-Aminosugars Using Crown Ethers: Application to a Shortened Synthesis of Hyaluronic Acid Oligomers.

Authors:  Chinmoy Mukherjee; Lin Liu; Nicola L B Pohl
Journal:  Adv Synth Catal       Date:  2014-07-07       Impact factor: 5.837

6.  Synthesis of oligosaccharide fragments corresponding to the exopolysaccharide released by Streptococcus macedonicus Sc 136.

Authors:  Pallavi Tiwari; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2007-07-21       Impact factor: 2.916

7.  Convergent synthesis of the tetrasaccharide repeating unit of the O-antigen of Shigella boydii type 9.

Authors:  Abhishek Santra; Anup Kumar Misra
Journal:  Beilstein J Org Chem       Date:  2011-08-29       Impact factor: 2.883

8.  Synthesis of the tetrasaccharide motif and its structural analog corresponding to the lipopolysaccharide of Escherichia coli O75.

Authors:  Abhijit Sau; Anup Kumar Misra
Journal:  PLoS One       Date:  2012-05-25       Impact factor: 3.240

9.  Convergent synthesis of the tetrasaccharide repeating unit of the cell wall lipopolysaccharide of Escherichia coli O40.

Authors:  Abhijit Sau; Anup Kumar Misra
Journal:  Beilstein J Org Chem       Date:  2012-11-22       Impact factor: 2.883

10.  An air- and water-stable iodonium salt promoter for facile thioglycoside activation.

Authors:  An-Hsiang Adam Chu; Andrei Minciunescu; Vittorio Montanari; Krishna Kumar; Clay S Bennett
Journal:  Org Lett       Date:  2014-03-05       Impact factor: 6.005

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