Sieser, Janice E.; Singer, Robert A.; McKinley, Jason D.; Bourassa, Dennis E.; Teixeira, John J.; Long, James published the artcile< Synthesis of a bicyclic piperazine from l-aspartic acid and application of a fluoride-promoted SNAr coupling>, Application In Synthesis of 21725-69-9, the main research area is benzoisoxazolyloctahydropyridopyrazinylmethanol preparation chem resolution nucleophilic aromatic substitution.
The process development is reported of a pivotal C-N bond formation involving ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol I undergoing nucleophilic aromatic substitution with 3-chlorobenzo[d]isoxazole to furnish ((7R,9aS)-2-(benzo[d]isoxazol-3-yl)octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol II(R = H) as a key intermediate for a family of compounds II(R =aryl). Essential to the success of the coupling is the use of fluoride in combination with a phase transfer catalyst. The development of an alternative route to bicyclic piperazine II (R = H) that uses L-aspartic acid as a starting material to avoid the need for a classical salt resolution is described.
Organic Process Research & Developmentpublished new progress about Cyclization. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.
Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem