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
131685-53-5, (S)-(+)-4-Benzyl-3-propanoyl-2-oxazolidinone 27 (3.0?g, 12.9?mmol) in CH2Cl2 (30.0?mL) was cooled to -78?C. Dibutylboron triflate (1.0?M in CH2Cl2, 13.0?mL, 12.9?mmol) and Pri2NEt (2.3?mL, 12.9?mmol) were added and the mixture was stirred for 30?min before octanal (1.4?mL, 9.2?mmol) in CH2Cl2 (9.0?mL) was added dropwise. The mixture was stirred at -78?C for further 30?min and then at room temperature for 2?h. aq. Sodium phosphate buffer at pH 7.0 (100?mM, 100?mL) was added slowly to the reaction mixture. The organic layer was washed [aq. HCl (1.0?M), aq. NaHCO3 (saturated), brine] and dried. Column chromatography (Petroleum ether/EtOAc 10:1???6:1) gave 28 (2.53?g, 76%) as a colourless oil. [alpha]D21 +51.4 (c 0.74 in CHCl3); IR numax 3517 (OH), 1780 (C=O), 1692 (C=O) cm-1; 1H NMR (500.13?MHz; CDCl3) deltaH 7.26-7.07 (5H, m, Ar-H), 4.65-4.55 (1 H, m, 4-H), 4.16-4.05 (2 H, m, 5-H), 3.89-3.80 (1 H, m, 3′-H), 3.68 (1 H, qd J?=?7.0, 3.0?Hz, 2′-H), 3.14 (1 H, dd, J?=?13.0, 3.0?Hz, CHHAr), 2.92 (1 H, s, OH), 2.70 (1 H, dd, J?=?13.0, 9.0?Hz, CHHAr), 1.50-1.10 (15H, m, 6?*?CH2 and CH3CH), 0.79 (3 H, t, J?=?6.5?Hz, 10′-H3); 13C NMR (125.77?MHz, CDCl3) deltaC177.23 (1′-C), 152.87 (2-C), 134.92 (Ar-C), 129.24 (Ar-C), 128.73 (Ar-C), 127.18 (Ar-C), 71.35 (3′-C), 65.96 (5-C), 54.91 (4-C), 42.02 (2′-C), 37.53 (CHHAr), 33.77 (CH2), 31.62 (CH2), 29.35 (CH2), 29.05 (CH2), 25.84 (CH2), 22.45 (CH2), 13.90 (CH3CH), 10.31 (10′-C); ESI-MS m/z 384.2134 [M+Na]+ (C21H31NNaO4 requires 384.2151).
131685-53-5 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone 10966403, aoxazolidine compound, is more and more widely used in various fields.
Reference£º
Article; Yevglevskis, Maksims; Lee, Guat L.; Nathubhai, Amit; Petrova, Yoana D.; James, Tony D.; Threadgill, Michael D.; Woodman, Timothy J.; Lloyd, Matthew D.; Bioorganic Chemistry; vol. 79; (2018); p. 145 – 154;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem