Literature DB >> 18834971

A facile preparation of peracylated alpha-aldopyranosyl chlorides with thionyl chloride and tin tetrachloride.

Qingbing Wang1, Jie Fu, Jianbo Zhang.   

Abstract

Aldopyranose peracetates react with thionyl chloride and tin tetrachloride, producing the corresponding peracylated aldopyranosyl chlorides in very good to excellent yields (88-100%) with exclusive alpha-anomeric selectivity and short reaction times. The use of peracylated sugars as the substrate in large scale reactions also proceeds in high yield.

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Year:  2008        PMID： 18834971     DOI： 10.1016/j.carres.2008.08.037

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


  3 in total

1.  Synthesis of β-Glycosyl Amides from N-Glycosyl Dinitrobenzenesulfonamides.

Authors:  Vishwanath Gaitonde; Steven J Sucheck
Journal:  J Carbohydr Chem       Date:  2012-07-02       Impact factor: 1.667

2.  A concise and practical stereoselective synthesis of ipragliflozin L-proline.

Authors:  Shuai Ma; Zhenren Liu; Jing Pan; Shunli Zhang; Weicheng Zhou
Journal:  Beilstein J Org Chem       Date:  2017-06-01       Impact factor: 2.883

3.  Synthesis of rhamnosylated arginine glycopeptides and determination of the glycosidic linkage in bacterial elongation factor P.

Authors:  Siyao Wang; Leo Corcilius; Phillip P Sharp; Andrei Rajkovic; Michael Ibba; Benjamin L Parker; Richard J Payne
Journal:  Chem Sci       Date:  2016-12-12       Impact factor: 9.825
  3 in total

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