New 3-O-Lauroyl-2-O-Benzyl-Glycerol Sulfonate

Author:

Han Liang1,Li Zheng-Ming2,Gao Jian-Rong1

Affiliation:

1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, China

2. National Key Laboratory of Elemento-Organic Chemistry, Naikai University, Tianjin 300071, China

Abstract

The hydroxy groups of D-mannitol were protected by the formation of acetals and benzylethers and then 2-O-benzyl-D-glyceraldehyde dimethylacetal was prepared after the deprotection and oxygenolysis of the protected D-mannitol. In the presence of DCC and DMAP, the lauroyl group was introduced at the primary hydroxyl group of the dimethylacetal and 3-O-lauroyl-2-O-benzyl-glycerol was obtained after the deprotection of the dimethylacetal with FeCl3·6H2O and then reduction with NaBH4. A series of new 3-O-lauroyl-2-O-benzyl-glycerol sulfonates was synthesised by the coupling of different sulfonyl groups with the 3-O-lauroyl-2-O-benzyl- glycerol. The bioactivities of the title compounds were tested and some compounds exhibited fungicidal activity against the tested fungi.

Publisher

SAGE Publications

Subject

General Chemistry

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