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 methyl 4-acetamido-N-acetyl-4-deoxy-α- and β-4-epi-neuraminic acids
✍ Scribed by B.P. Bandgar; S.V. Patil; Erich Zbiral
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 457 KB
- Volume
- 276
- Category
- Article
- ISSN
- 0008-6215
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## Abstract Methyl‐2‐acetamido‐4,6‐di‐__O__‐acetyl‐3‐__S__‐acetyl‐2‐deoxy‐3‐thio‐α‐D‐mannopy‐ranoside has been synthesized by conversion of methyl 2‐amino‐2‐deoxy‐4,6‐__O__‐benzylidene‐α‐D‐altropyranoside into the corresponding 3‐__O__‐methanesulfony1‐2‐__N__‐[(methylthio)thiocarbonyl]derivative fo
Hyaluronan (HA, l), a major component of the extracellular matrix of mam-\* Corresponding author.
Benzyl 2-acetamido-2-deoxy-3-O-methyl-alpha-D-glucopyranoside (3) was obtained by deacetalation of its 4,6-O-benzylidene derivative (2). Compound 2 was prepared by methylation of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-alpha-D-glucopyranoside with methyl iodide-silver oxide in N,N-dimethylforma