The first synthesis of N-acetylneuraminic acid 1,7-lactone-Reference-Cited by-同舟云学术

The first synthesis of N-acetylneuraminic acid 1,7-lactone

Published:2008 Issue:43 Volume: Page:5517-5519
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Colombo Raffaele¹²³⁴,Anastasia Mario¹²³⁴,Rota Paola¹²³⁴,Allevi Pietro¹²³⁴

Affiliation:

1. Department of Chemistry

2. Biochemistry and Biotechnology for the Medicine

3. Milano

4. Italy

Abstract

N-Acetylneuraminic acid is transformed into its until now unavailable and rather unwieldy 1,7-lactone, via the manageable 2-benzyloxycarbonyl N-acetylneuraminic acid 1,7-lactone which generates the free lactone in quantitative yield by hydrogenolysis.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2008/CC/B810447F

Reference22 articles.

1. Sialic acids: fascinating sugars in higher animals and man

2. Chemistry of N-Acetylneuraminic Acid (Neu5Ac)

3. R. Schauer , S.Kelm , G.Reuter , P.Roggentin and L.Shaw , in Biology of the Sialic Acid , ed. A. Rosemberg , Plenum Press , New York , 1995 , pp. 7–67

4. Diversity of the human erythrocyte membrane sialic acids in relation with blood groups

Cited by 23 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Analysis of the intramolecular 1,7-lactone of N-acetylneuraminic acid using HPLC–MS: relationship between detection and stability;Glycoconjugate Journal;2023-04-21

2. Exhaustive Conformational Search for Sialyl Cation Reveals Possibility of Remote Participation of Acyl Groups;ChemPhysChem;2021-12-16

3. Straightforward access to 2,3- and 3,4-unsaturated derivatives of N-glycolylneuraminic acid;Tetrahedron;2020-12

4. Intramolecular Lactones of Sialic Acids;International Journal of Molecular Sciences;2020-10-30

5. Lactonization Method To Assign the Anomeric Configuration of the 3,4-Unsaturated Congeners of N-Acetylneuraminic Acid;The Journal of Organic Chemistry;2019-03-20