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Synthesis 2001; 2001(2): 0323-0326
DOI: 10.1055/s-2001-10798
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2,4,6-Tri-tert-butylpyrimidine (TTBP): A Cost Effective, Readily Available Alternative to the Hindered Base 2,6-Di-tert-butylpyridine and its 4-Substituted Derivatives in Glycosylation and Other Reactions

David Crich* , Mark Smith, Qingjia Yao, John Picione
  • *Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Il 60607-7061, USA; Fax +1(312)9960431; E-mail: dcrich§uic.edu
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Publication Date:
31 December 2001 (online)

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It is reported that 2,4,6-tri-tert-butylpyrimidine (TTBP), a highly sterically hindered base available through an efficient cost-effective one pot sequence, is a replacement for 2,6-di-tert-butylpyridine and its 4-substituted analogs in glycosylation reactions and in the formation of vinyl triflates.

glycosylations - carbohydrates - non-nucleophilic base - pyrimidines - triflates