106865-52-5

Upstream product

• 106865-53-6 N-benzoyl-L-(+)-2-<(phenylthio)methyl>pyrrolidine 
• 118656-45-4 tert-butyl (2S)-2-[(phenylsulfanyl)methyl]pyrrolidine-1-carboxylate 
• 53310-83-1 (S)-tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one 
• 108-98-5 thiophenol 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 882-33-7 diphenyldisulfane 

Downstream Products

• 1246655-32-2 C₁₁H₁₄N₂OS 

Relevant academic research and scientific papers

Base-promoted aminoethylation of thiols with 2-oxazolidinones: A simple synthesis of 2-aminoethyl sulfides

A simple synthesis of 2-aminoethyl sulfides using a base-promoted reaction of 2-oxazolidinones with thiols is described. An application of this method to the synthesis of chiral 2-aminoethyl sulfides and sulfur-containing heterocyclic compounds is also presented.

Potent and selective nonpeptide inhibitors of caspases 3 and 7

5-Dialkylaminosulfonylisatins have been identified as potent, nonpeptide inhibitors of caspases 3 and 7. The most active compound within this series (34) inhibited caspases 3 and 7 in the 2-6 nM range and exhibited approximately 1000-fold selectivity for caspases 3 and 7 versus a panel of five other caspases (1, 2, 4, 6, and 8) and was at least 20-fold more selective versus caspase 9. Sequence alignments of the active site residues of the caspases strongly suggest that the basis of this selectivity is due to binding in the S2 subsite comprised of residues Tyr204, Trp206, and Phe256 which are unique to caspases 3 and 7. These compounds inhibit apoptosis in three cell-based models: human Jurkat T cells, human chondrocytes, and mouse bone marrow neutrophils.

A Simple Synthesis of β-Amino Sulfides

Thiols reacted with 2-oxazolidinones in the presence of alkoxides to give β-amino sulfides in high yields. The method was applied to the synthesis of 5,6-dihydro-1,4-thiazin-3(2H)-ones.

Synthesis of chiral β-amino sulfides and β-amino thiols from α-amino acids

Bifurcated routes to two series of chiral secondary β-amino sulfides 5a-c and 11a-c have been developed from L-proline and (S)-phenylglycine, respectively. The developed methodology had also led to the synthesis of the tertiary β-amino thiol 7 and the primary β-amino sulfide 12 from L-proline and (S)-phenylglycine, respectively.