424822-01-5

Upstream product

• 365542-01-4 (3(2S),4R)-4-benzyl-3-(2-hydroxymethyl-3-methyl-1-oxobutyl)-2-oxazolidinone 
• 424821-99-8 4(R)-benzyl-3-(2(R)-acetylthiomethyl-3-methylbutyryl)oxazolidin-2-one 

Downstream Products

• 424822-02-6 (R)-2-({[2-(4-Chloro-phenoxy)-ethyl]-methyl-sulfamoyl}-methyl)-3-methyl-butyric acid 
• 424822-04-8 (R)-2-((R)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-3-methyl-butane-1-sulfonic acid [2-(4-chloro-phenoxy)-ethyl]-methyl-amide 

Relevant academic research and scientific papers

Approaches to a scaleable synthesis of CH8757: A potent inhibitor of matrix metalloproteinases

The synthesis of the matrix metalloproteinase (MMP) inhibitor CH8757 is described. The discovery route has been modified to incorporate a three-stage one-pot sequence using α,α,α-trifluorotoluene as solvent. The formation of the hydroxamic acid using oxalyl chloride is catalysed by DBU, thus avoiding the use of DMF, which may form the highly toxic byproduct, dimethylcarbamoyl chloride.

HYDROXAMATE SULFONAMIDES AS CD23 SHEDDING INHIBITORS

A class of piperidine and related heterocyclic derivatives, C-substituted by a substituted aryl or heteroaryl moiety, and N-substituted by an ethylsulfonyl group which in turn is substituted at the 2-position by a hydroxamic acid moiety and also by a range of alternative substituents, being potent inhibitors of CD23 shedding, are useful in the treatment and/or prevention of allergic, inflammatory and neoplastic diseases.

HYDROXAMATE SULFONAMIDES AS CD23 SHEDDING INHIBITORS

A class of piperazine and related heterocyclic derivatives, substituted at the 4-position by a substituted aryl or heteroaryl moiety, and at the 1-position by an ethylsulfonyl group which in turn is substituted at the 2-position by a hydroxamic acid moiety and also by a range of alternative substituents, being potent inhibitors of CD23 shedding, are useful in the treatment and/or prevention of allergic, inflammatory and neoplastic diseases.

An enantioselective synthesis of sulphonamide hydroxamic acids as matrix metalloproteinase inhibitors

A high yielding and enantioselective synthesis of α-substituted hydroxamic acids as inhibitors of matrix metalloproteinases is described.