Abstract
The preparation of 6,6,1',1',6',6'-hexadeutero sucrose is reported. The synthesis is based on a triple oxidation of a protected sucrose 6,1',6'-triol to the corresponding 6,1',6'-tricarboxylic acid or ester, followed by reduction with lithium aluminium deuteride. This triple oxidation could be achieved either using cat. TEMPO-NaOCl (to the acid) or PDC-Ac(2)O-t-BuOH (to the t-butyl carboxylic ester).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aluminum / chemistry
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Carbohydrate Conformation
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Carbohydrate Sequence
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Chromatography, High Pressure Liquid
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Chromatography, Thin Layer / methods
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Cyclic N-Oxides / chemistry*
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Deuterium / chemistry
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Esters
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Lithium / chemistry
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Models, Chemical
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Molecular Sequence Data
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Oxygen / chemistry*
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Sucrose / chemical synthesis
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Sucrose / chemistry*
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Tricarboxylic Acids / chemistry
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Uronic Acids / chemistry*
Substances
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Cyclic N-Oxides
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Esters
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Tricarboxylic Acids
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Uronic Acids
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Sucrose
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Lithium
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Deuterium
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Aluminum
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Oxygen
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TEMPO