1326316-26-0

Basic information

• Product Name: C₁₃H₁₄N₂O₃S
• Synonyms: C₁₃H₁₄N₂O₃S
• CAS NO: 1326316-26-0
• Molecular Weight: 278.332
• Mol File: 1326316-26-0.mol

Chemical Properties

• CAS DataBase Reference: C₁₃H₁₄N₂O₃S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₃H₁₄N₂O₃S(1326316-26-0)
• EPA Substance Registry System: C₁₃H₁₄N₂O₃S(1326316-26-0)

Safety Data

• Hazardous Substances Data: 1326316-26-0(Hazardous Substances Data)

Upstream product

• 1326316-18-0 4-allyloxy-1-trityl-1H-pyrazole 
• 1326316-21-5 C₁₃H₁₄N₂O₃S 

Relevant articles and documents

Divergent synthesis of withasomnines via synthesis of 4-hydroxy-1H- pyrazoles and Claisen rearrangement of their 4-O-allylethers

4-Hydroxypyrazoles were synthesized by the alkaline hydrolysis of the Baeyer-Villiger oxidation products of 4-formylpyrazoles. This new synthesis of 4-hydroxypyrazoles was applied to the divergent synthesis of withasomnine alkaloids in a unique strategy, for which the key steps included the regioselective Claisen rearrangement of their 4-O-allyl-4-hydroxy-1H-pyrazoles and a Suzuki coupling of 4-trifluoromethanesulfonyloxy-1H-pyrazoles and arylboronic acids.

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.