| Autor: |
Hansjörg Streicher, Alexander G. Hedenetz, Walther Schmid, Frank M. Unger, Irmgard Wenzl, Norbert Neuwirth, Christian Fiedler |
| Rok vydání: |
2002 |
| Předmět: |
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| Zdroj: |
Timely Research Perspectives in Carbohydrate Chemistry ISBN: 9783709172896 |
| Popis: |
A method for the preparation of thio-analogues of the T- and Tn-antigen was developed. Thus, starting from a known N-acetamido-glucoside derivative, the epidithio analogue of the Tn-antigen was accessible in a four-step reaction sequence. The corresponding epidithio analogue and the thioanhydro derivative of the T-antigen were synthesized starting from a disaccharide derivative. For the preparation of the epidithio analogue the sulfur atoms were introduced via thiocyanates in a stepwise fashion, using mesylate as the leaving group at C-6 and triflate as the leaving group at C-4 in the reducing carbohydrate moiety. The synthesis of the thioanhydro analogue was achieved by introducing a thiocyanate group at C-6 into the glucose moiety, followed by subsequent displacement of a mesylate group at C-4 under inversion of configuration utilizing sodium methoxide. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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