131685-53-5, (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: To an ice-cooled stirred solution of compound 18 (2.0 g, 7.3 mmol) in CH2Cl2 (15 mL), dibutylboron triflate (8.1 mL, 1 M in CH2Cl2, 8.1 mmol) was added dropwise such that the internal temperature was maintained at 0 C. After 10 min, i-Pr2NEt (1.6 mL, 8.8 mmol) was added and stirring was continued for another 30 min at the same temperature. The reaction mixture was then cooled to -78 C and aldehyde 7 (1.5 g, 7.3 mmol) in CH2Cl2 (10 mL) was added dropwise and allowed to stir for another 1 h, then warmed to 0 C and stirred for another 1 h. At the end, it was quenched slowly with a phosphate buffer (8.1 mL, pH 7.0), MeOH (16.2 mL) and then with a mixture of 30% H2O2 and MeOH (1:2), (24.3 mL). After stirring at rt for 1 h, the reaction mixture was diluted with CH2Cl2 (20 mL). The layers were separated out and the aqueous layer was extracted with CH2Cl2 (2 * 20 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue thus obtained was purified by flash silica gel chromatography (EtOAc/light petroleum, 1:6) to furnish aldol product 19 (2.52 g, 72%) as a thick viscous liquid. (c 1.2, CHCl3); IR (CHCl3) cm-1: 3498, 2930, 1780, 1692, 1645, 1478, 1386, 1028, 699; 1H NMR (200 MHz, CDCl3): delta 0.95 (d, 3H, J = 6.6 Hz), 1.12-1.2 (m, 1H), 1.44-1.83 (m, 6H), 1.92-2.03 (m, 1H), 2.06-2.16 (m, 2H), 2.66 (dd, 1H, J = 10.2, 13.1 Hz), 3.20-3.40 (m, 3H), 3.72-3.85 (m, 1H), 4.09-4.16 (m, 3H), 4.48 (s, 2H), 4.60-4.75 (m, 1H), 4.95-5.08 (m, 2H), 5.70-5.88 (m, 1H), 7.23-7.33 (m, 10H); 13C NMR (50 MHz, CDCl3): delta 17.3, 26.1, 30.1, 31.2, 31.8, 33.4, 38.0, 47.3, 55.6, 65.9, 73.0, 75.6, 76.4, 115.5, 127.4 (* 2), 127.5 (* 2), 128.3 (* 2), 129.0 (* 2), 129.3 (* 2), 135.3, 137.8, 138.7, 153.5, 175.6; EIMS: (M+Na)+ calcd for 502.26. Found: 502.37; Anal. Calcd for C29H37NO5: C, 72.62; H, 7.78; N, 2.92. Found: C, 72.77; H, 7.65; N, 2.89.
131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.
Reference£º
Article; Chatterjee, Bhaskar; Mondal, Dhananjoy; Bera, Smritilekha; Tetrahedron Asymmetry; vol. 23; 15-16; (2012); p. 1170 – 1185,16;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem