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Synthesis 2002(14): 1959-1968
DOI: 10.1055/s-2002-34372
DOI: 10.1055/s-2002-34372
PAPER
© Georg Thieme Verlag Stuttgart · New York
One-Step Stereocontrolled Synthesis of α-Anomeric Carboxylic Acid Esters from Unprotected Glycosyl Donors: A Water-Soluble Aspirin Pro-Drug Analogue
Further Information
Received
16 April 2002
Publication Date:
26 September 2002 (online)
Publication History
Publication Date:
26 September 2002 (online)
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Abstract
The reaction of 2-(3-methoxypyridyl) β-d-gluco- and d-galactopyranosides with various carboxylic acids affords the corresponding α-1-esters in high yields. Aspirin can be solubilized in water as the α-d-galactopyranosyl ester.
Key words
carbohydrates - aspirin - pro-drugs - esters - stereoselectivity
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