Direct amidation of aldoses and decarboxylative amidation of α-keto acids: An efficient conjugation method for unprotected carbohydrate molecules
Resource
Journal of Organic Chemistry 74 (4): 1549-1556
Journal
Journal of Organic Chemistry
Journal Volume
74
Journal Issue
4
Pages
1549-1556
Date Issued
2009
Author(s)
Abstract
With use of iodine as an appropriate oxidant, unprotected and unmodified aldoses undergo oxidative amidation with a variety of functionalized amines, alpha-amino esters, and peptides, whereas KDO, sialic acid, and other alpha-keto acids proceed with oxidative decarboxylation followed by in situ amidation. Glycoside bond and many other functional groups are inert under such mild reaction conditions. This reaction protocol for direct ligation of carbohydrate molecules looks promising in the development of a general and efficient synthesis of glycoconjugates.
SDGs
Type
journal article
File(s)![Thumbnail Image]()
Loading...
Name
142.pdf
Size
296.14 KB
Format
Adobe PDF
Checksum
(MD5):df2be5d01e3843e0507ad3d2a037b821