Structural variations of N-acetylneuraminic acid, 24: Synthesis of the α-methylketoside of 8-oxo-N-acetylneuraminic acid and related derivatives
✍ Scribed by Michael Hartmann; Erich Zbiral
- Publisher
- Springer Vienna
- Year
- 1991
- Tongue
- English
- Weight
- 592 KB
- Volume
- 122
- Category
- Article
- ISSN
- 0026-9247
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Methyl-2-R-chloro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 2 respectively methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 3 were transformed by catalytic hydrogenation or by reduction with tributyltin hydride to the corresponding 2-deoxy derivatives 4 and 5, which gave after saponi
## Abstract The methyl ester of __N__‐acetylneuraminic acid β‐methyl ketoside (Neu5Ac1Me‐2β‐Me) (1) is used as common starting material for the synthesis of the title compounds. Combined derivatization reactions with reagents thiophosgene, __p__‐cresol, benzoyl chloride, and acetic anhydride/pyridi