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1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides.

ABSTRACT: 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH), an inexpensive, non-toxic and stable reagent, is a competent activator of thioglycosides for glycosidic bond formation. Excellent yields were obtained when triflic acid (TfOH) or trimethylsilyl trifluoromethanesulfonate (TMSOTf) were employed as co-promoters in solution or automated glycan assembly on solid phase.

SUBMITTER: Xu FF

PROVIDER: S-EPMC5629399 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides.

Xu Fei-Fei FF Pereira Claney L CL Seeberger Peter H PH

Beilstein journal of organic chemistry 20170922

1,3-Dibromo-5,5-dimethylhydantoin (DBDMH), an inexpensive, non-toxic and stable reagent, is a competent activator of thioglycosides for glycosidic bond formation. Excellent yields were obtained when triflic acid (TfOH) or trimethylsilyl trifluoromethanesulfonate (TMSOTf) were employed as co-promoters in solution or automated glycan assembly on solid phase. ...[more]

PMID: 29062419

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