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Carbohydr Res. 2019 Jan 1;471:1-5. doi: 10.1016/j.carres.2018.10.005. Epub 2018 Oct 19.

One-pot synthesis of glycosyl phenylthiosulfonates from sulfinate, S and glycosyl bromides.

Author information

1
Pharmacy School, Jiangsu University, Xuefu Road 301, Zhenjiang City, Jiangsu, 212013, China.
2
Pharmacy School, Jiangsu University, Xuefu Road 301, Zhenjiang City, Jiangsu, 212013, China. Electronic address: ahz@ujs.edu.cn.

Abstract

Glycosyl phenylthiosulfonates are reagents which are valuable for the S-glycosylation decoration of organic compounds and proteins. Here, one-pot multiple-component synthesis of glycosyl phenylthiosulfonates from sulfinate, sulfur powder and glycosyl bromides is reported. The reactions afford glycosyl phenylthiosulfonates in good yields under mild conditions. Further application and exploration of glycosyl phenylthiosulfonates are still on underway in our group.

KEYWORDS:

Disulfide; Glycosylation; Sodium benzene sulfinate; Sugar; Sulfur; Thiosulfonate

PMID:
30399452
DOI:
10.1016/j.carres.2018.10.005
[Indexed for MEDLINE]

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