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1,3 - 二溴 - 5,5 - 二甲基乙内酰脲作为使用硫代糖苷进行糖基化反应的促进剂。

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

作者信息

Xu Fei-Fei, Pereira Claney L, Seeberger Peter H

机构信息

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.

Department of Chemistry and Biochemistry, Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany.

出版信息

Beilstein J Org Chem. 2017 Sep 22;13:1994-1998. doi: 10.3762/bjoc.13.195. eCollection 2017.

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.

摘要

1,3-二溴-5,5-二甲基海因(DBDMH)是一种价格低廉、无毒且稳定的试剂,是用于糖苷键形成的硫代糖苷的有效活化剂。当使用三氟甲磺酸(TfOH)或三甲基甲硅烷基三氟甲磺酸酯(TMSOTf)作为共促进剂在溶液中或在固相上进行自动聚糖组装时,可获得优异的产率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/49be/5629399/4b0d498f540c/Beilstein_J_Org_Chem-13-1994-g002.jpg

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