Abstract
A modular approach for the synthesis of heparin fragments is described. Levulinoyl esters were employed to protect those hydroxy groups intended to be sulfated in the final product, while acetyl esters and benzyl ethers were used as the permanent protecting groups. A highly efficient chemoenzymatic reaction sequence was used for the deprotection of an O-sulfated fragment, while the final stage of the synthesis entailed a selective oxidation of a primary alcohol of a glucoside with TEMPO/NaOCl to give a glucuronic acid moiety.
Original language | English |
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Pages (from-to) | 2033-2038 |
Number of pages | 6 |
Journal | European Journal of Organic Chemistry |
Issue number | 13 |
DOIs | |
Publication status | Published - 1 Jan 2002 |
Externally published | Yes |
Keywords
- Carbohydrates
- Glycosylation
- Heparin
- Protecting groups