甲基2, 3, 4, 6-四-O-苯甲酰基-α-D-吡喃甘露糖苷的合成及结构表征——推荐一个综合药物合成实验

doi:10.3866/PKU.DXHX20160460

University Chemistry ›› 2016, Vol. 31 ›› Issue (4): 60-66.doi: 10.3866/PKU.DXHX20160460

• Chemistry Laboratory • Previous Articles Next Articles

Synthesis and Structural Characterization of Methyl 2, 3, 4, 6-tetra-Obenzoyl-α-D-mannopyrannoside

Mei-Yan LIU,You-Lin ZENG*()

Drug Synthesis Experiment Teaching Center, Hunan Normal University, Changsha 410081, P. R. China

Published:2016-05-06
Contact: You-Lin ZENG E-mail:youlinzengcn@gmail.com
Supported by:
国家自然科学基金面上项目(21272064);湖南省教育厅资助科研项目(12C0249);湖南师范大学实习基地项目(043-008)

Abstract

Abstract:

A new comprehensive drug synthesis experiment was introduced in this article. From commercially available D-mannose, methyl 2, 3, 4, 6-tetra-O-benzoyl-α-D-mannopyrannoside was synthesized via Fischer-Helferich glycosylation followed by benzoylation. The intermediate and the target compound were purified by filtration, washing, concentration, extraction, drying, and silicon column separation. The structure was characterized by the infrared spectrum (IR), nuclear magnetic resonance (NMR) spectrum, measurements of melt point and optical rotation of the compound.

Key words: Reactionmonitoring, D-mannose, Structural characterization, Drug synthesis experiment

Mei-Yan LIU,You-Lin ZENG. Synthesis and Structural Characterization of Methyl 2, 3, 4, 6-tetra-Obenzoyl-α-D-mannopyrannoside[J].University Chemistry, 2016, 31(4): 60-66.

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Synthesis and Structural Characterization of Methyl 2, 3, 4, 6-tetra-Obenzoyl-α-D-mannopyrannoside

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