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Syntheses of 2-O-glycosyl derivatives of N-acetyl-d-neuraminic acid

โœ Scribed by Haruo Ogura; Kimio Furuhata; Masayoshi Itoh; Yoshiyasu Shitori


Publisher
Elsevier Science
Year
1986
Tongue
English
Weight
872 KB
Volume
158
Category
Article
ISSN
0008-6215

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๐Ÿ“œ SIMILAR VOLUMES


Synthesis and Biological Properties of N
โœ Heinz-Werner Hagedorn; Reinhard Brossmer ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› John Wiley and Sons ๐ŸŒ German โš– 412 KB

N-Acetylneuraminic acid (1) can be transformed into the methyl a-u-ketoside 2 which, by reaction with methanesulfonyl chloride, yields the corresponding 4-0 mesylate 3 and the 4.7-di-0 -mesylate 4 as a by-product. Compound 3 reacts with Nal giving the 4-dcoxy-4-iodo compound 5 with cquatorial orient

Synthesis of 6-thiosialic acids and 6-th
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Aldol condensation of la with potassium di-tert-butyloxaloacetate yields the two epimeric 6-thiosialic acids 2 and 3. As opposed to this, reaction between thiofuranose 6 \_ and nickel (II)/oxaloacetate affords 6-thio-N-acetyl-D-neuraminic acid \_Ic. Substituting sulfur for oxygen in the pyranosering