Host: Division of Organic Chemistry, The Pharmaceutical Society of Japan
Sialic acid is one of the most important compounds on carbohydrate chemistry. Our recent research interest has focused on the chemical property elucidation of the double bond in 2-deoxy-N-acetylneuramic acid (Neu5Ac2en). Neu5Ac2en consisting with glycal structure is chemically a very stable compound compared with glucal. However, reduction compound of carboxyl group on Neu5Ac1Me, 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enitol (3), change into the compound with a very high reactivity. When treating under an acid condition in methanol, 3 gave a lot of products as shown in scheme 3. It was shown that the chemistry of double bond of 3 looks like similarly glucal.
