Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 17739-45-6, is researched, SMILESS is BrCCOC1CCCCO1, Molecular C7H13BrO2Journal, European Journal of Organic Chemistry called Enantioselective Synthesis of Ozanimod, the Active Pharmaceutical Ingredient of a New Drug for Multiple Sclerosis, Author is Cianferotti, Claudio; Barreca, Giuseppe; Bollabathini, Venkatesh; Carcone, Luca; Grainger, Damian; Staniland, Samantha; Taddei, Maurizio, the main research direction is ozanimod enantioselective synthesis hydrogenation.Application In Synthesis of 2-(2-Bromoethoxy)tetrahydro-2H-pyran.
We report here a short enantioselective synthesis of Ozanimod (I), a potent modulator of the enzyme Sphingosine-1-phosphate receptor (S1PR), recently approved by FDA and EMA for the treatment of relapsing-remitting multiple sclerosis. Amongst different synthetic approaches explored, we achieved the best result introducing the stereogenic center in the last step through imine asym. transfer hydrogenation (ATH) using Wills’ catalysts. Besides the reduced numbers of enantiomeric purity controls required, this process culminates in an exceptionally high enantioselective reductive amination obtained with com. available tethered Ru catalysts. Starting from com. available 4-cyano-indanone, enantiomerically pure Ozanimod was obtained in 5 steps in 62% overall yield and 99% ee.
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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem