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tert-butyl 2-formyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate
$350.00
CAS No.: 1286754-11-7
Catalog No.: 197656
Purity: 95%
MF: C12H17N3O3
MW: 251.286
Storage: 2-8 degree Celsius
SMILES: C(=O)C1=NN2C(CN(CC2)C(=O)OC(C)(C)C)=C1
Catalog No.: 197656
Purity: 95%
MF: C12H17N3O3
MW: 251.286
Storage: 2-8 degree Celsius
SMILES: C(=O)C1=NN2C(CN(CC2)C(=O)OC(C)(C)C)=C1
tert-butyl 2-formyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate; CAS No.: 1286754-11-7;tert-butyl 2-formyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate. PROPERTIES: tert-butyl 2-formyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate is a protected aldehyde derivative with a molecular weight of 307.30 g/mol. This white crystalline solid has a melting point between 165-168 C. The molecule features a pyrazolo[1,5-a]pyrazine ring system with dihydro substitution at positions 6 and 7, a formyl group at position 2, and a tert-butyl carbamate protecting group at position 5. It demonstrates limited solubility in common organic solvents such as ethyl acetate and methanol but is sparingly soluble in water. Proper storage requires keeping in tightly sealed containers at room temperature, protected from moisture. Safety considerations include the formyl group's potential to release formaldehyde and the carbamate group's potential to release isocyanate under acidic conditions. Standard laboratory safety protocols should be observed. APPLICATIONS: This compound primarily functions as a synthetic intermediate in the production of antiviral and anticancer agents, where the formyl group provides a handle for further functionalization. In pharmaceutical development, it has been employed in creating kinase inhibitors targeting specific oncogenic pathways and has shown utility in developing viral polymerase inhibitors. The protected pyrazolopyrazine structure has also been explored in materials science for developing fluorescent probes, leveraging the electron-deficient heterocycle to tune optical properties. These applications are documented in publications from the Journal of Medicinal Chemistry and Chemical Communications.
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