Synthetic Route of 85838-94-4 ,Some common heterocyclic compound, 85838-94-4, molecular formula is C10H17NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
tert-butyl 5,6-dihydropyridine-1(2H)-carboxylate (2) (1 mol)was added to a solution of potassium osmate (0.1 mol) and NMO(2 mol) in THF and H2O (4:1; 10 v). The reaction mixturewas stirredat RT for 16 h and a solution of saturated sodium metabisulfite (10v) was added to quench the excess oxidant. The reaction mixturewas diluted with water (40 v) and extracted with EtOAc (2 x 20 v).The combined organic layers were washed with saturated brinesolution, dried over Na2SO4 and evaporated under vacuo. Purificationwas done by flash column chromatography using EtOAc inhexane, afforded the desired product as a clear liquid in 88% yield.1H NMR (400 MHz, CDCl3): d 3.84 (br s, 1H), 3.75 (br s, 1H),3.56e3.50 (m, 2H), 3.41 (dd, J 13.2, 3.6 Hz, 1H), 3.28e3.22 (m, 1H),1.84e1.76 (m, 1H), 1.70e1.63 (m, 1H), 1.44 (s, 9H); 13C NMR(100 MHz, CDCl3): d 155.35, 79.96, 68.43, 67.91, 45.66, 40.17, 29.51,28.32; LC-MS (ESI) m/z Calcd. for C10H19NO4: 217.13, Found: 216.06[M H]-
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,85838-94-4, its application will become more common.
Reference:
Article; Kasturi, Siva Prasad; Surarapu, Sujatha; Uppalanchi, Srinivas; Dwivedi, Shubham; Yogeeswari, Perumal; Sigalapalli, Dilep Kumar; Bathini, Nagendra Babu; Ethiraj, Krishna S.; Anireddy, Jaya Shree; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 39 – 52;,
Pyridine – Wikipedia,
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