191792-79-7

Upstream product

• 17431-03-7 L-valine ethyl ester 
• 98-09-9 benzenesulfonyl chloride 
• 17609-47-1 L-Valine ethyl ester hydrochloride 

Downstream Products

• 1015843-38-5 N-benzenesulfonyl-(S)-valinol 
• 916042-97-2 C₂₇H₃₃BrN₂O₆S 
• 129972-59-4 <(2S)-3-methyl-2-(phenylsulfonylamino)butyl>diphenylphosphine 
• 134295-42-4 (S)-N-(2'-Hydroxy-1'-isopropylethyl)-N-methylbenzenesulfonamide 
• 1026942-09-5 N-methyl-N-benzenesulfonyl-(S)-valinol methanesulfonate 
• 197521-47-4 (S)-2-Benzenesulfonyl-3-isopropyl-4-oxo-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester 
• 191792-85-5 N-methyl-N-benzenesulfonyl-(S)-valine ethyl ester 
• 85849-94-1 (2S)-3-methyl-2-[(phenylsulfonyl)amino]butyric acid 

Relevant academic research and scientific papers

Controlling Plasma Stability of Hydroxamic Acids: A MedChem Toolbox

Hydroxamic acids are outstanding zinc chelating groups that can be used to design potent and selective metalloenzyme inhibitors in various therapeutic areas. Some hydroxamic acids display a high plasma clearance resulting in poor in vivo activity, though they may be very potent compounds in vitro. We designed a 57-member library of hydroxamic acids to explore the structure-plasma stability relationships in these series and to identify which enzyme(s) and which pharmacophores are critical for plasma stability. Arylesterases and carboxylesterases were identified as the main metabolic enzymes for hydroxamic acids. Finally, we suggest structural features to be introduced or removed to improve stability. This work thus provides the first medicinal chemistry toolbox (experimental procedures and structural guidance) to assess and control the plasma stability of hydroxamic acids and realize their full potential as in vivo pharmacological probes and therapeutic agents. This study is particularly relevant to preclinical development as it allows obtaining compounds equally stable in human and rodent models.

Asymmetric induction reactions. VII. Palladium-catalyzed asymmetric α- allylations of carbonyl compounds using chiral sulfonamides as chiral ligands

Palladium-catalyzed asymmetric α-allylations of carbonyl compounds were studied using various kinds of chiral sulfonamides derived from optically active α-amino acids as chiral ligands. Participation of the sulfonamide functionality in the palladium catalysis is discussed.