6748-73-8

Upstream product

• 102281-77-6 1,2,3,6-tetra-O-acetyl-4-O-(2',3'-di-O-acetyl-α-D-glucopyranosyl)-D-glucopyranoside 
• 76-83-5 trityl chloride 
• 108-24-7 acetic anhydride 
• 93417-42-6 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl)-β-D-glucopyranose 
• 80956-01-0 6'-O-tritylmaltose 

Downstream Products

• 93527-99-2 1,2,3,6-tetra-O-acetyl-4-O-(2,3,4-tri-O-acetyl-6-O-p-tolylsulfonyl-α-D-glucopyranosyl)-β-D-glucopyranose 

Relevant academic research and scientific papers

A CONVENIENT SYNTHESIS OF 6'-C-SUBSTITUTED β-MALTOSE HEPTAACETATES AND OF PANOSE

Benzylidenation of β-maltose monohydrate with α,α-dimethoxytoluene in N,N-dimethylformamide in the presence of p-toluenesulfonic acid gave, in 70percent yield, 4',6'-O-benzylidenemaltose, which was acetylated to afford 1,2,3,6,2',3'-hexa-O-acetyl-4',6'-O-

Design, synthesis, and biological evaluation of novel carbohydrate-based sulfamates as carbonic anhydrase inhibitors

Carbonic anhydrases (CAs) IX and XII are enzymes with newly validated potential for the development of personalized, first-in-class cancer chemotherapies. Here we present the design and synthesis of novel carbohydrate-based CA inhibitors, several of which were very efficient inhibitors (Ki10 nM) with good selectivity for cancer-associated CA isozymes over off-target CA isozymes. All inhibitors comprised a carbohydrate core with one hydroxyl group derivatized as a sulfamate. Five different carbohydrates were chosen to present a selection of molecular shapes with subtle stereochemical differences to the CA enzymes active site. Variable modifications of the remaining sugar hydroxyl groups were incorporated to provide an incremental coverage of chemical property parameters that are associated with biopharmaceutical performance. All sulfamate inhibitors displayed ligand efficiencies that are consistent with those reported for good drug lead candidates.