With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147959-19-1,(S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.
To a solution of (ethoxycarbonylmethylene) triphenylphosphorane (6.45 g, 18.51 mmol) in dry THF (30 mL) was added a solution of the above crude aldehyde (3.0 g, 12.34 mmol) in dry THF (25 mL). The reaction mixture was refluxed for 12 h. It was then concentrated and purified by silica gel column chromatography using petroleum ether/EtOAc (8.5:1.5) as eluent to afford the alpha,beta-unsaturated olefin 10 (3.5 g, 80%, after two steps) as a pale yellow liquid; (c 1.2, CHCl3). IR (neat): numax 3384, 2931, 1696, 1595, 1298, 982 cm-1. 1H NMR (200 MHz, CDCl3): delta 1.22 (t, J = 7.20 Hz, 3H), 1.40 (s, 9H), 1.48 (s, 3H), 1.54 (s, 3H), 2.35-2.66 (m, 2H), 3.59-3.68 (m, 1H), 3.83-3.90 (m, 2H), 4.12 (q, J = 7.15 Hz, 2H), 5.79 (d, J = 15.60 Hz, 1H), 6.82 (m, 1H). 13C NMR (50 MHz, CDCl3): delta 14.2, 26.7, 27.3, 28.4, 35.6, 56.1, 60.2, 66.8, 80.3, 94.0, 123.7, 128.9, 144.6, 166.2. ESI[MS](m/z): 336.12 [M++Na]. Anal. Calcd for C16H27NO5: C, 61.32; H, 8.68; N, 4.47%. Found: C, 61.48; H, 8.55; N, 4.51%.
147959-19-1, The synthetic route of 147959-19-1 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Show, Krishanu; Upadhyay, Puspesh K.; Kumar, Pradeep; Tetrahedron Asymmetry; vol. 22; 11; (2011); p. 1234 – 1238;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem