Synthesis 2014; 46(14): 1947-1953
DOI: 10.1055/s-0033-1341256
paper
© Georg Thieme Verlag Stuttgart · New York

Concise Synthesis of the Repeating Units of the Cell Wall Lipopolysaccharide of Azospirillum brasilense SR80

Pintu Kumar Mandal*
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, Lucknow-226 031, India   Fax: +91(522)2623405   eMail: pintuchem06@gmail.com
,
Debashis Dhara
b   Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata-700054   India
,
Anup Kumar Misra
b   Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata-700054   India
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Publikationsverlauf

Received: 08. November 2013

Accepted after revision: 31. März 2014

Publikationsdatum:
13. Mai 2014 (online)


Abstract

Syntheses of trisaccharide and tetrasaccharide repeating units of the cell wall lipopolysaccharide of Azospirillum brasilense SR80 as their 4-methoxyphenyl (PMP) glycosides have been achieved following a sequential glycosylation strategy in good yield. All intermediate steps are high-yielding and the glycosylation steps are highly stereoselective.

 
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