1428446-99-4

Upstream product

• 1326316-18-0 4-allyloxy-1-trityl-1H-pyrazole 
• 1326316-03-3 3-allyl-4-trifluoromethanesulfonyloxy-2-trityl-2H-pyrazole 
• 1326316-23-7 3-allyl-4-hydroxy-2-trityl-2H-pyrazole 
• 1326316-10-2 3-trifluoromethanesulfonyloxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole 
• 87199-18-6 3-hydroxyphenylboronic acid 
• 1326316-05-5 3-(3-hydroxy)propyl-4-trifluoromethanesulfonyloxy-2-trityl-2H-pyrazole 

Relevant academic research and scientific papers

Divergent synthesis and evaluation of inhibitory activities against cyclooxygenases-1 and -2 of natural withasomnines and analogues

The divergent synthesis of natural withasomnines and analogues was achieved from 4-hydroxypyrazoles, which was prepared via alkaline hydrolysis of the Baeyer-Villiger oxidation products from 4-formylpyrazoles. Key steps of this synthesis are regioselective Claisen rearrangement of 4-allyloxypyrazoles and the Suzuki-Miyaura coupling of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl trifluoromethanesulfonate and commercially available arylboronic acids. The Suzuki-Miyaura coupling at the final step of this strategy enabled facile access to natural withasomnines and their analogues. The biological activities of the twelve synthesized compounds against cyclooxygenases-1 and -2 (COX-1 and COX-2) were evaluated.