860812-24-4

Basic information

• Product Name: (2S,3R)-3-tert-Butoxy-2-[((3R,5R)-1,3,4,5-tetraacetoxy-cyclohexanecarbonyl)-amino]-butyric acid methyl ester
• Synonyms: (2S,3R)-3-tert-Butoxy-2-[((3R,5R)-1,3,4,5-tetraacetoxy-cyclohexanecarbonyl)-amino]-butyric acid methyl ester
• CAS NO: 860812-24-4
• Molecular Weight: 531.557
• Mol File: 860812-24-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R)-3-tert-Butoxy-2-[((3R,5R)-1,3,4,5-tetraacetoxy-cyclohexanecarbonyl)-amino]-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-tert-Butoxy-2-[((3R,5R)-1,3,4,5-tetraacetoxy-cyclohexanecarbonyl)-amino]-butyric acid methyl ester(860812-24-4)
• EPA Substance Registry System: (2S,3R)-3-tert-Butoxy-2-[((3R,5R)-1,3,4,5-tetraacetoxy-cyclohexanecarbonyl)-amino]-butyric acid methyl ester(860812-24-4)

Safety Data

• Hazardous Substances Data: 860812-24-4(Hazardous Substances Data)

Upstream product

• 32469-24-2 (1R,3R,4R,5R)-(-)-quinic acid tetraacetate 
• 92651-21-3 (1R,3R,4S,5R)-1,3,4,5-tetraacetoxycyclohexane-1-carboxylic acid chloride 

Relevant articles and documents

Sialyl Lewisx analogs based on a quinic acid scaffold as the fucose mimic

(-)-Quinic acid was used as a starting material for the preparation of sialyl Lewisx mimetics in order to target E-selectin. Spatial orientation of the hydroxyl groups of quinic acid could mimic the L-fucose ones. Introduction of a side chain ending with a carboxylic acid was effected to replace the sialic acid interaction at the carbohydrate recognition domain. A first series of derivatives, incorporating amino acids linked to quinic acid, were tested for their affinity and found to interact with E-selectin with IC50 within the millimolar range.