Title of article
Regioselective synthesis of 4azido-Neu2en5,7Ac21Me and its intramolecular transformation to 4azido-Neu2en5,9Ac21Me
Author/Authors
Qingjie Zhao، نويسنده , , Yuanyuan Lou، نويسنده , , Ruisheng Xiong، نويسنده , , Haihong Li، نويسنده , , Jingshan Shen، نويسنده ,
Issue Information
دوهفته نامه با شماره پیاپی سال 2008
Pages
4
From page
2459
To page
2462
Abstract
Methyl 5-N-acetyl-7-O-acetyl-4-azido-2,3-didehydro-2,4-dideoxy-neuraminic acid (4azido-Neu2en5,7 Ac21Me) was synthesized regioselectively starting from 4azido-Neu2en5Ac1Me in high yield. The transformation of 4azido-Neu2en5,7Ac21Me to the corresponding thermodynamically stable 4azido-Neu2en5,9Ac21Me via intramolecular acetyl migration was confirmed by single-crystal X-ray diffraction analysis. The proposed rearrangement mechanism is discussed.
Keywords
Analogues , Acetyl migration , Azides , Neu5Ac , X-ray crystal structure , Carbohydrates
Journal title
Carbohydrate Research
Serial Year
2008
Journal title
Carbohydrate Research
Record number
965571
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