With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.
Experimental ProceduresDesymmetrisation of 3-/sobutylglutaric anhydride by thiolysis using catalyst C2 at ambient temperature:[0099] A 60 ml. reaction vial, charged with 3-/sobutylglutaric anhydride (102.1 mg, 0.60 mmol) and C2 (7.1 mg, 0.012 mmol), was fitted with a septum and flushed with argon. MTBE (40 ml.) was added followed by cyclohexyl mercaptan (368 mul_, 3.0 mmol) in a dropwise manner via syringe. After 72 h stirring at room temperature, volatiles were removed under reduced pressure and the desired product (Vl) obtained, after purification by flash chromatography, in 100% yield(164.0 mg) as a colourless oil. [alpha]D20 = -5.9 (c 1.64, acetone).[0100] deltaH (400 MHz, CDCI3): 0.92 (app. d, J 6.5, 6H), 1.18-1.34 (m, 3H), 1.36-1.50 (m, 4H),1.56-1.78 (m, 4H), 1.88-1.98 (m, 2H), 2.34-2.52 (m, 3H), 2.56-2.64 (m, 2H), 3.48-3.59 (m, 1 H). deltac (100 MHz, CDCI3): 22.0, 22.1 , 24.7, 25.0, 25.5, 30.0, 32.5, 32.6, 37.6, 41.9, 42.7, 47.5, 176.7,198.2. HRMS (ESI): Found 285.1522 (M – H+) Ci5H25O3S requires 285.1524., 185815-59-2
As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.
Reference£º
Patent; THE PROVOST, FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; CONNON, Stephen Joseph; PESCHIULLI, Aldo; MARKEY, Lyn; WO2010/86429; (2010); A2;,
Tetrahydropyran – Wikipedia
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