20309-97-1

Upstream product

• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 98-09-9 benzenesulfonyl chloride 
• 51-35-4 4R-4-hydroxyproline 
• 16257-78-6 1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 74-88-4 methyl iodide 
• 16257-76-4 1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 1349197-85-8 (1S,4S)-5-(phenylsulfonyl)-2-oxa-5-azabicyclo[2.2.1]heptan-3-one 
• 1349197-84-7 N-phenylsulfonyl-trans-4-tosyloxy-L-proline 

Downstream Products

• 20275-04-1 methyl (S)-4-oxo-1-(phenylsulfonyl)pyrrolidine-2-carboxylate 
• 1076189-62-2 C₁₉H₁₉NO₆S 
• 1076189-63-3 C₁₉H₁₈ClNO₆S 
• 1076189-75-7 C₁₁H₁₄N₂O₅S 
• 1076189-66-6 methyl (2S,4R)-4-((methylsulfonyl)oxy)-1-benzenesulfonylpyrrolidine-2-carboxylate 
• 1076189-67-7 C₂₁H₂₁NO₆S 
• 1076189-65-5 C₁₈H₁₉NO₇S₂ 
• 1076189-64-4 C₁₉H₂₁NO₇S₂ 
• 178867-22-6 methyl (2S,4S)-4-azido-1-benzenesulfonylpyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Design, synthesis and preliminary evaluation of α-sulfonyl γ-(glycinyl-amino)proline peptidomimetics as matrix metalloproteinase inhibitors

A series of novel α-sulfonyl γ-(glycinyl-amino)proline peptidomimetic derivatives were designed, synthesized and assayed for their activities against matrix metalloproteinase-2 (MMP-2), aminopeptidase N (APN)/CD13 and HDACs. The results indicated that all the compounds exhibited highly selective inhibition against MMP-2 as compared with APN and HDACs. The antiproliferative activities of some compounds against SKOV3, HL60 and A549 cells were also investigated. Comparing with the control LY52, compound 12u, with excellent activity both in the enzymatic inhibition assay and cell-based assay, could be used as lead compound for the further development of MMP inhibitors.

Studies on the synthesis of cis-4-hydroxy-L-proline

A high yielding practical three-step procedure, which relies on an extractive work-up procedure, has been developed to convert N-phenylsulfonyl- trans-4-hydroxy-l-proline to N-phenylsulfonyl-cis-4-hydroxy-l-proline methyl ester in 82% yield over three steps.

Design, synthesis and evaluation of novel sulfonyl pyrrolidine derivatives as matrix metalloproteinase inhibitors

A series of novel sulfonyl pyrrolidine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and aminopeptidase N (AP-N). The results showed that these pyrrolidine derivatives exhibited highly selective inhibition against MMP-2 as compared with AP-N. Compounds 6a-d were more potent MMP-2 inhibitors than the positive control LY52. The structure-activity relationships were also briefly discussed.

Synthesis of new sulfonyl pyrrolidine derivatives as matrix metalloproteinase inhibitors

A series of new sulfonyl pyrrolidine derivatives was designed, synthesized, and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and aminopeptidase N (AP-N). The results showed that these pyrrolidine derivatives exhibited highly selective inhibition against MMP-2 as compared with AP-N. The compounds 4c, 4j, 5a, and 5b were equally or more potent MMP-2 inhibitors than the positive control LY52. The FlexX docking was done to explain the reason for the different potency between MMP-2 and AP-N. Structure-activity relationships were also briefly discussed.