3-Chloro-3-deoxy-1,2,4,6-tetra-O-acetyl-D-glucopyranose (CAS 104013-04-9)

3-Chloro-3-deoxy-1,2,4,6-tetra-O-acetyl-D-glucopyranose is a specialized derivative of glucose used extensively in organic synthesis and carbohydrate chemistry. This compound is characterized by the presence of a chlorine atom replacing a hydroxyl group at the third position, combined with acetyl groups protecting the other hydroxyl groups. This structure is particularly useful for nucleophilic substitution reactions where the chlorine atom can be replaced with various nucleophiles, facilitating the synthesis of diverse glycosidic architectures. This capability makes it invaluable for constructing complex carbohydrate molecules that are of interest in basic research focused on understanding glycan structure and function. The acetyl protections also allow for selective deprotection, enabling the sequential construction of glycosides with specific functional groups exposed for further chemical manipulation. The use of this chloro-sugar in the laboratory is pivotal for advancing studies in glycoengineering and the development of synthetic methodologies that emulate natural carbohydrate assembly processes, essential for probing biological systems. Such research applications emphasize the fundamental aspects of carbohydrate chemistry, exploring new synthetic pathways and their implications, thereby broadening our understanding of the complex world of glycoscience.